Amides-buliding-blocks

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 192436-83-2, name is 4-Bromo-N-methoxy-N-methylbenzamide, A new synthetic method of this compound is introduced below., Recommanded Product: 192436-83-2

To a solution of ibromo-.3.trifluoromethyl)benzene (800 mg, 3.56 mmol) in 1() mL of THF was added Mg (129.6 rng, 5.33 mmoi) under nitrogen protection and stirred at 80CC for 2 h. Then the mixture was added to a solution of 4-hromoN-methoxy-Nmethylhenzamide (433.9 mg, 1.78 mmol) in THF (6mL) at 0 C under nitrogen protection and stirred at 20 C for 12 h. The mixture was poured into aq.N1-14C1 (150 mL) and extracted with ethyl acetate (120 mLx3).The organic layer was dried over Na2 SO4 and concentracted in vacuo to give the residue, which was purified with pre HP LC to give (4-bromophenyl)(3.-(trifiuorornethyi)phenyi)methanone. 1HNMR (400MHz, CDC13): oe = 8.04 (s, IH), 7.95 (d, J=7.8 Hz, IH), 7.87 (d, J=.() Hz, 1H),7.67 (s, 4H), 7.66 7.62 (m, il-i) ppm.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph A.; BOGA, Sobhana Babu; GAO, Xiaolei; GUIADEEN, Deodialsingh; CAI, Jiaqiang; LIU, Shilan; WANG, Dahai; WU, Hao; YANG, Chundao; (261 pag.)WO2016/106628; (2016); A1;,
Amide – Wikipedia,
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Some common heterocyclic compound, 153248-46-5, name is [1-[(Boc-amino)methyl]cyclopropyl]methanol, molecular formula is C10H19NO3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. COA of Formula: C10H19NO3

To a solution of PPh3 (244 mg, 0.90 mmol) in anhydrous tetrahydrofuran (10 mL) was added DIAD (188 mg, 0.90 mmol) by syringe at 05 C, followed by a solution of tert-butyl (1 -(hydroxymethyl)cyclopropyl)methylcarbamate (110-13) (178 mg, 0.90 mmol) in anhydrous tetrahydrofuran (5 mL). The resulting mixture was poured into a solution of compound 308-7 (100 mg, 0.30 mmol) in anhydrous tetrahydrofuran (5 mL) at ambient temperature and stirred for 10 mm. The reaction mixture was quenched with water and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous sodium sulfate and evaporated in vacuo. The crude product was purified by column chromatography (dichloromethane/ethyl acetate: 5/1) to afford the title compound 309-17 as a yellow solid (100 mg, crude). LCMS: 522.3 [M+1] .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 153248-46-5, its application will become more common.

Reference:
Patent; PHARMAENGINE, INC.; CAI, Xiong; QIAN, Changgeng; WANG, Yanong Daniel; (98 pag.)WO2017/132928; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 138-41-0, name is Carzenide, A new synthetic method of this compound is introduced below., category: amides-buliding-blocks

Step 14-sulfamoylbenzoyl azide (JS129)4-sulfamoylbenzoic acid (1 .00 g, 4.97 mmol), triphenylphosphine (2.61 g, 9.94 mmol) and sodium azide (0.388 g, 5.96 mmol) were suspended in anhydrous acetone (10 ml). To this milky white suspension was added trichloroacetonitrile (0.997 ml, 9.94 mmol) drop wise and the reaction was left to stir at RT for 18 h. The solvent was removed in vacuo and the resulting dark yellow slurry was diluted with CH2CI2 and washed with H20 and brine, dried (MgS04), filtered and concentrated in vacuo. Flash chromatography (Pet Ether; 3:1 to 2:1 to 1 :1 Pet Ether/EtOAc) afforded the title compound as a white solid (906.9 mg, 4.01 mmol, 80.7%). Mpt: 1 18 C; Rf = 0.23 (1 :1 Pet Ether/EtOAc); IR (vmax/cm”1, thin film): 3362 (aromatic C-H stretch), 3258 (N-H stretch), 2137 (N=N=N stretch), 1687 (CO stretch), 1339 (S=0 stretch, asymmetrical), 1238, 1 155 (S=0 Symmetrical stretch); 1H NMR (600 MHz, CD3OD): deltaEta = 8.02 (ap.d, J = 6.9 Hz, 2H, 4-H), 8.18 (ap.d, J = 6.8 Hz, 2H, 3-H); 13C NMR (150 MHz, CD3OD): 5C = 127.6 (C-4), 131.0 (C-3), 134.9 (C-2), 150.2 (C-5), 172.8 (C-1 ); LRMS/HRMS m/z (ES+): no product mass present; Anal. Calcd. for C7H6N403S: C, 37.17; H, 2.67; N, 24.77. Found C, 37.27; H, 2.49; N, 24.40%.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; UCL BUSINESS PLC; BIRKBECK COLLEGE; WAKSMAN, Gabriel; TABOR, Alethea; SAYER, James; WALLDEN, Karin; WO2012/168733; (2012); A1;,
Amide – Wikipedia,
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Synthetic Route of 180079-94-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 180079-94-1, name is tert-Butyl 3-aminophenethylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step-4: Synthesis of 3-(2-aminoethyl) aniline A solution of tert-butyl (3-aminophenethyl) carbamate (3.0 g, 12.71 mmol, 1 eq) in TFA (10 mL) was stirred at room temperature for 1 h. The reaction liquid was concentrated to obtain, 3-(2-aminoethyl) aniline (2.5 g, crude) as brown liquid.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, tert-Butyl 3-aminophenethylcarbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; Gupta, Ashu; KUMAR, Varun; (498 pag.)US2019/106427; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 61903-11-5, name is 1-(1,4-Diazepan-1-yl)ethanone, A new synthetic method of this compound is introduced below., Recommanded Product: 61903-11-5

Bromopyrazole is mixed with K2CO3 and KI in 10 volumes of acetone at room temperature and N-acetylhomopiperazine was added over 1 hr. The reaction mixture was stirred until the reaction was complete. The mixture was filtered, removing the inorganics, washed with acetone and distilled to 2 volumes. The freebase was extracted into methyl THF/ EtOH and washed with NaCl and NaHCO3. The solvent was replaced with EtOH, a strength of the solution was determined, and 0.93 eq of HCl based on the available freebase was added to a mixture of acetone, ethanol and water. Careful monitoring of the pH yielded crystalline product in a 70% overall yield and the desired form 1.;To a cylindrical, jacketed 3 L reactor equipped with nitrogen inerting, agitator, condenser/distillation head, and temperature control, 5-bromo-pentanoic acid [5- (4-methoxy-phenyl)-lH-pyrazol-3-yl]amide (0.15 kg, 0.426 mol), potassium carbonate (0.059 kg, 0.426 mol), potassium iodide (0.071 kg, 0.426 mol), and acetone (1.18 kg, 1.5 L) were added (at 20 0C) to form a white mixture. The mixture was stirred (235 rpm) at 25-30 0C for a minimum of 15 min. N-acetylhomopiperazine (0.062 kg, 0.057 L, 0.434 mol) was added via addition funnel to the reactor over a minimum of 45 min., maintaining the temperature in the range of 25-30 0C. The addition funnel was rinsed with 0.05 L acetone. A white mixture persisted. The mixture was stirred (235 rpm) in the range of 25-30 0C for a minimum of 16 h, forming a white/yellow mixture. The reaction progress was monitored by HPLC and was considered complete when there was < 2% of the starting material (bromopyrazole) and < 2% of the iodopyrazole present. [00240] The reactor contents were cooled to 5-15 0C over a minimum of 15 min with agitation (295 rpm) to form a white/yellow mixture that was then stirred for a minimum of 1 h. To remove inorganics, the mixture was then filtered on a Buchner funnel with filter paper using house vacuum for 1.5 min. The cake was washed twice with acetone (total of 0.24 kg, 0.30 L) at 5-15 0C. The wash was combined with the mother liquor from the prior filtration and used to rinse the reactor. The filtrate was concentrated to a volume of approximately 0.45 L to form a clear solution.

The synthetic route of 61903-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WYETH; SIENA BIOTECH S.P.A.; WO2009/91832; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 104060-23-3 as follows. HPLC of Formula: C13H19NO3

193-2 2-(4-tert-Butoxycarbonylaminophenyl)ethyl-4-(2-bromo-5-methoxybenzyl)piperidine Methanesulfonyl chloride (120 mul, 1.56 mmol) was added dropwise to a solution of 2-(4-tert-butoxycarbonylaminophenyl)ethanol (354 mg, 1.56 mmol) and triethylamine (430 mul, 3.12 mmol) in dichloromethane (5 ml) under ice-cooling, and the reaction mixture was stirred as it was for 2 hours. The solvent was distilled off and the resulting residue was suspended in acetonitrile (5 ml) together with a free compound obtained by treating the compound of Example 1 (500 mg, 1.56 mmol) by the same method as in Example 11, potassium carbonate (431 mg, 3.12 mmol) and potassium iodide (259 mg, 1.56 mmol). The resulting suspension was stirred at 60 C. for 1 hour, heated under reflux for 4 hours, and then allowed to cool. After filtration, the filtrate was concentrated and the residue was purified by a silica gel column chromatography (chloroform/methanol=50/1 to 20/1) to obtain the title compound (587 mg, 73%) as a colorless oil.

According to the analysis of related databases, 104060-23-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUMITOMO PHARMACEUTICALS COMPANY LIMITED; US2003/191126; (2003); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 2227-79-4, These common heterocyclic compound, 2227-79-4, name is Benzothioamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

A solution of benzothioamide (3.00 g, 21.87 mmol) in EtOH (70 mL) was treated dropwise with ethyl bromopyruvate (5.10 g, 26.2 mmol) and stirred at room temperature for 30 min before being heated at reflux for 1.5 h. The cooled mixture was diluted with ethyl acetate (200 mL), washed (aqueous NaHC03, brine), dried over anhydrous MgSO4 and evaporated. The residue was purified on the ISCO using a REDISEP 80 g column (10 to 20% EtOAc-hexane) to give the title compound (4.82 g, 94%) as a yellow oil. LCMS (APCI): calcd for C12H12NO2S [M+H]+ m/z 234.05, found 234.1. 1H NMR (CDCl3, 400 MHz) delta ppm: 8.14 – 8.19 (m, 1H), 7.98 – 8.07 (m, 2H), 7.41 – 7.51 (m, 3H), 4.46 (q, J= 7.2 Hz, 2H), 1.44 (t, J= 7.2 Hz, 3H)

The synthetic route of 2227-79-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; UNIVERSITE DE MONTREAL; BANVILLE, Jacques; REMILLARD, Roger; RUEDIGER, Edward H.; DEON, Daniel H.; GAGNON, Marc; DUBE, Laurence; GUY, Julia; PRIESTLEY, Eldon Scott; POSY, Shoshana L.; MAXWELL, Brad D.; WONG, Pancras C.; WO2013/163279; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 919475-15-3, These common heterocyclic compound, 919475-15-3, name is 2-(4-(Benzyloxy)phenyl)-N,N-dimethylacetamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In certain embodiments, the following procedure was employed. 150 g of 2-(4- benzyloxy)phenyl-N,N-dimethylacetamide, 945 g (1062 mL) of THF was charged to a 5 L jacketed reactor. 550 mL of isopropylmagnesium chloride (2.0 M in tetrahydrofuran) was added and the mixture was stirred for 1 h. 115 g of cyclohexanone was added to the reactor and mixed for 1 h. 360 g of RedAI (sodium bis(2-methoxyethoxy)aluminum hydride-65percent w/w in toluene) was added to the reactor and stirred for 16 h. When the reaction was complete the mixture was- 66 -LAI-2932341vl added to 2005 g of 22percent w/w aqueous citric acid. 420 g (600 mL) of heptane was charged to the reactor and stirred for 15 min. The stirring was stopped and the top layer was removed. 250 g of 50percent NaOH was added to adjust the pH to 9-10, followed by stirring. 1114 g (1500 mL) of MTBE was added to the reactor. The mixture was warmed to 45 +/- 5°C to dissolve the solids. The stirring was stopped and the bottom layer was removed. The organic layer was washed twice with 750 g of water at 450C. 750 mL of MTBE was removed by distillation and 750 mL of methanol was added. About 750 mL of MTBE/methanol was removed by distillation and 300 g of methanol and 300 g of water were added. The slurry was cooled to 0 0C and stirred for 30 min. The slurry was filtered and the solid washed with 375 g of (4:1 methanohwater). The solid was dried to yield 161 g of 1-(2-(dimethylamino)-1-(4-benzyloxyphenyl)ethyl) cyclohexanol.[00261] In certain embodiments, the following procedure was employed. To a 200 gallon reactor was charged 22.98 kg of 2-(4-benzyloxy)phenyl-N,N-acetamide and 145.1 kg of THF. With agitation, the temperature was adjusted to 5 0C to 10 0C. To the reactor was charged 82.9 kg of isopropylmagnesium chloride, 2.0M in THF, while maintaining the temperature between 5 0C to 35 0C. The lines were rinsed with 2.78 kg of THF. The contents were agitated for 61 minutes at 10 0C to 20 0C. To the reactor was added 9.31 kg of cyclohexanone while maintaining the temperature between 5 0C to 35 0C. The lines were rinsed with 2.77 kg of THF. The temperature was adjusted to 15 0C to 25 0C and the contents were agitated for 17 minutes at this temperature range after which the reaction was complete. To the reactor was charged 55.8 kg of sodium bis(2-methoxyethoxy)aluminum hydride (65 wtpercent in toluene) while maintaining the temperature at 15 0C to 35 0C. The contents were agitated for 10 h (<3percent starting material remained). The reaction mixture was added to 334.1 kg of 22percent citric acid solution cooled to 0 0C to 2 °C. THF (22.9 kg) and n-heptane (63.3 kg) were added to the reaction. The mixture was agitated for 15 minutes then the stirring was stopped and the phases were allowed to separate. The top layer was removed and the reactor was charged with 45.4 kg of 50percent sodium hydroxide. The reactor was charged 169.9 kg of MTBE and the temperature was adjusted to 40-50 0C. The contents were agitated for 14 minutes and the agitation was stopped to allow the phases to separate for 15 minutes. The aqueous layer was removed and 115 L of USP purified water was added. The temperature was adjusted to 40 0C to 50 0C. The contents were agitated for 15 minutes and the agitation was stopped to allow the phases to separate for 13 minutes. The aqueous bottom layer was removed. The reactor was charged with 115 L of USP purified water and the temperature was adjusted to 40 0C to 50 0C. The contents were agitated for 15 minutes and the agitation was stopped to allow the phases to separate. The aqueous bottom layer was removed. The solution was distilled under vacuum to a final volume of 188 L. To the reactor- 67 -LAI-2932341vl was charged 115.2 kg of methanol and the solution was distilled under vacuum to a final volume of 131 L. To the reactor was charged 46.0 kg of methanol and 57 L of USP purified water. The temperature was adjusted to 0 0C. The slurry was stirred for 41 minutes at -5 0C to 5 CC and the mixture was filtered. The cake was washed with 46.2 kg of methanol and 11.6 kg of USP purified water (cooled to -5 0C to 5 0C). The wet cake (30.66 kg) was dried at 40-50 0C to yield 24.47 kg of 1-(2-(dimethylamino)-1-(4-benzyloxyphenyl)ethyl)cyclohexanol.

The synthetic route of 919475-15-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SEPRACOR INC.; WO2008/103461; (2008); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 50667-69-1

A solution of 2-chloro-6-methyl-3-((2,2,2-trifluoroacetamido)methyl)benzoic acid (1.70 g, 5.75 mmol) in cone. HC1 (10 mL) and dioxane (2 mL) was heated at reflux for 12 h. The reaction mixture was concentrated and the concentrate was dissolved in THF (1 mL). The solution was treated with NaOH (690 mg, 17.25 mmol) in H20 (2 mL) at 0C followed by iert-butyl dicarbonate (2.51 g, 11.50 mmol). The reaction mixture was stirred rt for 16 h. The reaction mixture was acidified with IN HC1 and the pH was adjusted to 2-3. The reaction mixture was extracted with 5% MeOH in CHCI3. The organic layer was separated, dried, filtered and concentrated. The concentrate was dissolved in CH3CN (20 mL) and the solution was treated with K2CO3 (1.60 g, 11.50 mmol) and CH3I (11.50 mmol) at rt. Then the reaction mixture was heated at 50 C for 1-2 h before it was quenched with water and was extracted with EtOAc. The organic layer was washed with brine, separated, dried, filtered and concentrated. The concentrated was purified by column chromatography to provide 1.4 g of the title product and methyl 3-(((ierf-butoxycarbonyl)amino)methyl)-6-chloro-2- methylbenzoate as mixture of products.

The synthetic route of 50667-69-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; BANERJEE, Abhisek; PAWAR, Mahesh Yashwant; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2013/38308; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 4815-28-5, name is 2-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide, belongs to amides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 4815-28-5, Recommanded Product: 4815-28-5

General procedure: 1 mmol of 5-(2-thienyl)-3-isooxazol carboxylic acid and TEA (3 mmol) were stirred in 2,5 ml of anhydrous DCM. The mixture was cooled down to 0 C and 1.3 mmol of DIC was added in several portions. The mixture was stirred for 15 min and 1.33 mmol Hobt was added at once. The stirring was continued for half an hour and 1 mmol of glycine tert-butyl ester hydrochloride was added to the mixture. The reaction was warmed to RT and stirred overnight. The mixture was diluted with 15 ml of DCM and the organic layer was washed with 0.1 M hydrochloric acid solution and distilled water. The organic layer was dried over anhydrous Na2SO4 end evaporated under reduced pressure. The crude product was purified by column chromatography (n-hexane: chloroform). Yield white needles 60 %. 2-amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide (1mmol) and tert-butyl ({[5-(2-thienyl)-3-isooxazol]carbonyl}amino) acetic acid (1 mmol) were treated as described for compound STK2 [8] The crude product was collected by filtration and purified by crystallization from ethyl acetate with addition of methanol yielding 42 % of desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide, and friends who are interested can also refer to it.

Reference:
Article; Tomala, Marcin D.; Magiera-Mularz, Katarzyna; Kubica, Katarzyna; Krzanik, Sylwia; Zieba, Bartosz; Musielak, Bogdan; Pustula, Marcin; Popowicz, Grzegorz M.; Sattler, Michael; Dubin, Grzegorz; Skalniak, Lukasz; Holak, Tad A.; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 261 – 267;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics