Tag: M.W=200-300

Related Products of 459817-82-4, The chemical industry reduces the impact on the environment during synthesis 459817-82-4, name is tert-Butyl 1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide, I believe this compound will play a more active role in future production and life.

Compounds 6 and 7 were obtained by the standard procedures as outlined abovewithout purification of aldehyde 6. Compound 7 was purified with flash-chromatography with 11 % overall Yield: over 2 stages after purification. Alkylation of 7 with 3 was conducted in DMF at room temperature with 1.2 eq of NaH (mixed at 0C then stirred atambient temperature for 18 h). Compound 8was purified by flash-chromatography(hexane-ethyl acetate 1: 3) with resulted 100% purity; yield: 32%. After hydrolysis ofthe Boc-protection the resulting title compound was purified with HPLC chromatography; yield: 74%. H PLC-MS (Positive mode) mlz 372 (M+H). Retention time1.083mm.

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 1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EUROPEAN MOLECULAR BIOLOGY LABORATORY; WILL, David William; REID, George; CHARAPITSA, Iryna; LEWIS, Joe David; (187 pag.)WO2018/229193; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

71026-66-9, name is tert-Butyl (4-aminophenyl)carbamate, 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: tert-Butyl (4-aminophenyl)carbamate

To a stirred solution of tert-butyl 4-aminophenylcarbamate(176 mg, 0.85 mmol) in 5 mL of THF was added phenyl 5-(l,3-difluoro-2- methylpropan-2-yl)isoxazol-3-ylcarbamate (250 mg, 0.85 mmol), DIEA (147 mL, 0.85 mmol), and DMAP (5.2 mg, 0.043 mmol). The resulting mixture was heated at 65 C for 90 min. LC-MS indicated that the reaction was complete. The organic solvent was removed under reduced pressure and the residue was purified with silica gel column chromatography, eluting with 0-50% EtOAc in hexanes, to give tert-butyl 4-(3-(5-(l,3-difluoro-2-methylpropan-2-yl)isoxazol-3-yl)ureido)phenylcarbamate (350 mg, 95%). LC-MS (ESI) m/z 411 (M + H)+.

The synthetic route of 71026-66-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; LIU, Gang; WO2011/150198; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 676371-64-5, name is Methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate, 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 676371-64-5, Quality Control of Methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate

methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate (50.0 mg, 0.207 mmol, SpiroChem) in anhydrous THF (3 mL) under N2 and at 0 C was treated dropwise with methylmagnesium bromide (3.0M in ether, 0.345 mL, 1.04 mmol). After complete addition, the ice bath was removed, and the solution was stirred with warming to room temperature overnight. The reaction was quenched by the addition of sat. NH4CI solution (5 mL). The mixture was extracted with two portions of EtOAc. The combined organic extracts were dried over MgSCL, filtered and concentrated. To the crude mixture in DCM (2 mL) was added TFA (0.160 mL, 2.07 mmol), and the reaction was stirred for 1Hour. Solvent was removed in vacuo to afford a clear oil which was used without further purification. Theoretical yield was assumed.

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, Methyl 3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; INCYTE CORPORATION; SHVARTSBART, Artem; COMBS, Andrew, P.; FALAHATPISHEH, Nikoo; POLAM, Padmaja; SHAO, Lixin; SHEPARD, Stacey; (170 pag.)WO2019/126505; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 749927-69-3, name is 4-Bromo-2-fluoro-N-methylbenzamide, molecular formula is C8H7BrFNO, 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. Recommanded Product: 4-Bromo-2-fluoro-N-methylbenzamide

To a stirred solution of 4-bromo-2-fluoro-N-methylbenzamide (6.4 g, 27.5 mmol), 1-aminocyclopropanecarboxylic acid (4.29 g, 42.4 mmol), CuI (1.047 g, 5.5 mmol), K2CO3 (9.50 g, 68.0 mmol), in DMF (64 mL) was added H2O (6.4 mL), triethylamine (0.164 mL, 1.1 mmol) followed by 2-acetyl cyclohexanone (0.717 g, 5.10 mmol). The reaction mixture was stirred at 100 C. overnight. The reaction was monitored by TLC and LCMS. H2O was added, and the aqueous layer was washed with ethyl acetate. The aqueous layer was acidified with 1M citric acid solution (pH?4) and extracted with ethyl acetate. The organic extracts were dried over anhydrous Na2SO4, concentrated under reduced pressure and crystallized with DCM to afford 3.01 g of the title compound as an off-white solid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 749927-69-3, its application will become more common.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; Chakravarty, Sarvajit; Jain, Rajendra Parasmal; US2013/79372; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 120157-96-2, name is Methyl 4-(((tert-butoxycarbonyl)amino)methyl)benzoate, 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 120157-96-2, Recommanded Product: Methyl 4-(((tert-butoxycarbonyl)amino)methyl)benzoate

Reference Example 63 tert-Butyl 4-hydroxymethylbenzylcarbamate Diisobutylaluminum hydride (25.7 ml, 0.93 M hexane solution) was added dropwise to a THF solution (40 ml) of methyl 4-[N-(tert–butoxycarbonyl)aminomethyl]benzoate (2.54 g) at -78C, followed by stirring at the same temperature for 2 hours. A saturated aqueous ammonium chloride solution (10 ml) and diethyl ether were added dropwise to the reaction solution, followed by stirring at room temperature for 1 hour. Magnesium sulfate was added to the reaction solution, followed by further stirring for 1 hour. After removal of the resulting precipitate by filtration trough celite, the filtrate was concentrated, the thus obtained residue was purified by silica gel column chromatography, and the title compound (1.22 g) was obtained as a colorless oil from the fraction of the elude of n-hexane: ethyl acetate = 10:3. 1H-NMR (400 MHz, CDCl3) delta: 1.43 (9H, s), 4.29 (2H, d, J=5.6 Hz), 4.67 (2H, d, J=5.9 Hz), 4.87 (1H, bs), 7.25 (2H, d, J=8.1 Hz), 7.32 (2H, d, J=8.1 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-(((tert-butoxycarbonyl)amino)methyl)benzoate, and friends who are interested can also refer to it.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1612204; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 250275-15-1, name is cis-2-Boc-Hexahydropyrrol[3,4-c]pyrrole, 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 250275-15-1, Computed Properties of C11H20N2O2

Step 3: (3aR,6a5)-tert-l3utyl 5-(5-(2-chloro-4-(1H-pyrazol-4-yl)phenyl)- 1 ,3,4-thiadiazol-2-yl)hexahy- dropyrrolo[3,4-c]pyrrole-2(1 H)-carboxylate10432] 5-(2-Chloro-4-(1 H-pyrazol-4-yl)phenyl)- 1,3,4-thiadiazol-2-amine (250 mg, 0.9 mmol) was added, portion- wise over about 5 minutes, to a stirred solution of Cu13r2 (241 mg, 1.08 mmol) and tert-butyl nitrite (139mg, 1.35 mmol) in MeCN (5 mE) under nitrogen atmosphere. On completion of the addition, the reaction mixture was lefi to stir at room temperature for 18 hours. The reaction mixture was quenched by addition of saturated NH4C1Q,q) and extracted with EtOAc. The organic phase was separated and concentrated in vacuo to afford 2-bromo-5-(2-chloro-4-(1 H-pyrazol-4-yl)phenyl)-1,3,4-thiadiazole a brown solid, which was used without further purification. A degassed reaction mixture of 2-bromo-5-(2- chioro-4-(1H-pyrazol-4-yl)phenyl)-1 ,3,4-thiadiazole (40 mg, 0.117 mmol), cis-2-boc-hexahydropyrollo[3,4-c]pyrrole (24.86 mg, 0.117 mmol), potassium fluoride (7.48 mg, 0.129 mmol), 1 8-crown-6 (30.9 mg, 0.117 mmol) and DIEA (0.041 ml, 0.234 mmol) in NMP (1 mE) was heated under microwave irradiation at 190 C. for 1 h. Afier cooling to RT, the mixture was filtered through celite, washed with MeOH, and the filtrate was concentrated. The residue was dissolved in DMSO and purified by preparative HPEC under basic conditions to give (3aR,6a5)-tert-butyl 5-(5-(2-chloro-4-(1H-pyra- zol-4-yl)phenyl)-1 ,3,4-thiadiazol-2-yl)hexahydropyrrolo[3, 4-c]pyrrole-2(1H)-carboxylate (10 mg, MS: 473.0 [M+H+].)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; NOVARTIS AG; AXFORD, Jake; DALES, Natalie; SUNG, Moo Je; US2014/206661; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 220798-52-7, name is 3-Bromomethylbenzenesulfonamide, 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 220798-52-7, category: amides-buliding-blocks

625 mg (2.50 mmol) 3-(bromomethyl)benzenesulfonamide and 851 mg (12.5 mmol) 1H-pyrazole were solved in 25 ml acetonitrile and heated under reflux for 16 h. The cooled solution was poured into water and saturated sodium hydrogencarbonate solution was added until neutral reaction. The aqueous phase was extracted three times with methylenchloride, dried over magnesium sulfate and concentrated in vacuo. To remove impurities of pyrazole the residue was taken up in methylenchloride and washed withabout 10 ml 1 N aqueous hydrochloric acid. After drying and solvent evaporation 310 mg (purity 96.5%, 50.4 % of theory) of 3-(1H-pyrazol-1 -ylmethyl)benzenesulfonamide.

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, 3-Bromomethylbenzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER CROPSCIENCE AG; GREUL, Joerg; HEIL, Markus; JESCHKE, Peter; MUeLLER, Klaus-Helmut; ILG, Kerstin; MALSAM, Olga; PORTZ, Daniela; WO2015/7668; (2015); 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. 54468-86-9, name is 2-Amino-N,N-dimethylbenzenesulfonamide, A new synthetic method of this compound is introduced below., category: amides-buliding-blocks

Compound c18-3 (1 g, 5 mmol) was placed in a 100 mL three-necked flask and added to N,N-dimethylformamide (20 mL).The ice salt bath was below 0 C, then sodium hydride (0.4 g, 10 mmol) was added and stirred for 15 minutes.Then a solution of compound b2 (0.86 mL, 10 mmol) in N,N-dimethylformamide was added and stirred at room temperature overnight.10mL of water was added, extracted with ethyl acetate, the organic phase was washed with saturated brine, dried over anhydrous magnesium sulfate,Concentration through the column gave 0.47 g of a white solid.

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; Zhejiang Tongyuankang Pharmaceutical Co., Ltd.; Wu Yusheng; Zhi Wubin; Wang Xin; Wu Shiyong; Li Jingya; Guo Ruiyun; Zheng Maolin; Liang Apeng; Wang Guohui; Chen Mingtao; Ma Jie; Niu Chengshan; (65 pag.)CN108689994; (2018); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 53844-02-3, name is Benzyl (2-bromoethyl)carbamate, 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 53844-02-3, HPLC of Formula: C10H12BrNO2

1.7 g of 5-hydroxy-2-nitrophenyl ethanol and 4.3 g of potassium carbonate were dispersed in 20 ml N, N’- dimethyl formamide, and heated to 60 deg.] C for 1 hour. It was slowly added dropwise 2.82 g N- benzyloxycarbonyl-BrEA in methylene chloride (5 ml), 60 reaction for 24 hours. After completion of the reaction, the solvent was removed under reduced pressure, the product was dissolved in ethyl acetate, washed with saturated sodium bicarbonate solution, and saturated sodium chloride solution each, washed twice with distilled water wash, the organic phase was dried over anhydrous magnesium sulfate and 8 hours, filtered after concentration under reduced pressure, ethyl acetate / cyclohexane recrystallized twice to give product A.Take 1.56 g of product A was dissolved in 50 ml of anhydrous dichloromethane, was added under ice-cooling 1.25 g N- benzyloxycarbonyl-methionine, 1.33 g N, N’- dicyclohexyl carbodiimide and 0.2 g 4 – dimethylaminopyridine, stirred at room temperature overnight. After completion of the reaction, diluted hydrochloric acid with ice, saturated sodium bicarbonate solution and saturated sodium chloride solution each, washed twice with distilled water wash, dried over anhydrous sodium sulfate overnight. Suction filtered and the solvent was removed under reduced pressure, recrystallized twice from ethyl acetate. The obtained crystals were dissolved in 20 ml of chloroform, 20 ml of hydrogen chloride in ethyl acetate under ice-cooling a saturated solution, after 6 hours at room temperature the reaction dried under reduced pressure to give the productB. The product B was dissolved 0.687 g of methylene chloride and 50 ml of a mixed solvent of 8 ml of pyridine, cooled to -18 deg.] C, was added dropwise 10 ml of a toluene solution of phosgene (1.93 mol per liter) for 6 hours. The reaction mixture was washed with dilute hydrochloric acid each and twice with saturated sodium bicarbonate solution, saturated sodium chloride solution and distilled water for each wash. The organic phase was dried overnight over anhydrous magnesium sulfate, concentrated under reduced pressure after filtration

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Benzyl (2-bromoethyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; Sichuan University; Ding, Mingming; Wang, Rui; Wu, Qiang; Tan, Hong; Zhang, Qin; Li, Jiehua; (14 pag.)CN105601550; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 143557-91-9, name is tert-Butyl 3-endo-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate, molecular formula is C12H21NO3, 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. HPLC of Formula: C12H21NO3

Compound I (4.23 g) was dissolved in DMF (100 mL), and thereto were added benzyl bromide (3.32 mL) and sodium hydride (1.62 g), and the mixture was stirred at room temperature overnight. To the reaction mixture was added water, and the mixture was extracted with diisopropylether. The organic layer was dried over sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=3/1) to give the title compound II (4.98 g).1H-NMR (CDCl3) delta1.47 (s, 9H), 1.93-2.05 (m, 6H), 2.13-2.19 (m, 2H), 3.72 (m, 1H), 4.12-4.26 (m, 2H), 4.49-4.50 (m, 2H), 7.26-7.30 (m, 1H), 7.32-7.41 (m, 4H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 143557-91-9, its application will become more common.

Reference:
Patent; DAINIPPON SUMITOMO PHARMA CO., LTD.; US2012/225876; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics