26-Sep-2021 News Sources of common compounds: 2227-79-4

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

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,
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26-Sep News Introduction of a new synthetic route about 61903-11-5

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

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

26-Sep News Simple exploration of 37073-15-7

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(Methylsulfonyl)-1H-benzo[d][1,2,3]triazole, and friends who are interested can also refer to it.

Electric Literature of 37073-15-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 37073-15-7 name is 1-(Methylsulfonyl)-1H-benzo[d][1,2,3]triazole, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: Et3N (0.22 g, 2.2 mmol) was added to a suspension of 2,2′-AzPy-dicarboxylic acid 2a-c (0.275 g, 1 mmol) in anhydrous DMF (4 mL) in a dried 10 mL heavy-walled Pyrex tube containing a long stir bar. BtSO2Me (0.43 g, 2.2 mmol) was added to this solution and exposed to microwave irradiation (30 W) for 15 min at 70 C with vigorous stirring and simultaneous air cooling. After completion of the reaction, the mixture was cooled to r.t. and poured onto crushed ice-water mixture (~20 g). The precipitate formed was filtered and washed with aq 10% Na2CO3 (3 × 5 mL), H2O, and Et2O. The solid was dried to yield 2,2′-AzPy-diacylbenzotriazoles 3a-c as microcrystals (Table 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(Methylsulfonyl)-1H-benzo[d][1,2,3]triazole, and friends who are interested can also refer to it.

Reference:
Article; Avan, Ilker; Synthesis; vol. 48; 3; (2016); p. 365 – 378;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

24-Sep-2021 News Extended knowledge of 116861-31-5

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.

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. 116861-31-5, name is tert-Butyl (3-chloropropyl)carbamate, A new synthetic method of this compound is introduced below., Recommanded Product: 116861-31-5

To a refluxing solution of hydrazine hydrate (6.40 g, 128.00 mmol) in ethanol (14.5 mL) was added a solution of tert-butyl 3-chloropropylcarbamate (9A) (3.80 g, 19.62 mmol) in ethanol (14.5 mL), dropwise over 80 min. The mixture stirred at reflux for 1 h. The reaction mixture was then evaporated and the residue diluted with diethyl ether (60 mL). The two layers were separated. The organic layer was washed with saturated sodium carbonate solution (17 mL) and evaporated to give tert-butyl 3-hydrazinylpropylcarbamate (10A) (1.60 g, 8.45 mmol, 43%) as a yellow oil. The crude material was used in the next step without further purification. ESMS m/z 190 (M+H)+.

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; SOVA PHARMACEUTICALS, INC.; STEIN, Gregory; RAO, Srinivas, G.; DURON, Sergio, G.; CHAPMAN, Justin; SYDSERFF, Simon, G.; WO2014/18571; (2014); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

24-Sep-2021 News Discovery of 148017-28-1

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

Electric Literature of 148017-28-1,Some common heterocyclic compound, 148017-28-1, name is tert-Butyl sulfamoylcarbamate, molecular formula is C5H12N2O4S, 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.

To a stirred mixture of 1-pentanol (0.43 g, 4.88 mmol, 1.0 equiv), N-tert- butoxycarbonyl-sulfamide {prepared from chlorosulfonyl isocyanate according to Y. Nishino et al., Organic Process Research & Development 2003, 7, 649-654} (1.02 g, 5.18 mmol, 1.06 equiv), triphenylphosphine (1.76 g, 6.71 mmol, 1.37 equiv) and ethyl acetate (5 mL) was added 1,1′-(azodicarbonyl)dipiperidine (ADDP) (1.55 g, 6.14 mmol, 1.26 equiv). The reaction mixture was stirred at room temperature for 14 h. After the solvents were removed in vacuo, the residue was purified by chromatography on silica gel (10% to 20% ethyl acetate in hexanes) to afford N- aminosulfonyl-ferf-butyl pentylcarbamate (0.849 g, 65%). LC-MS (3 min) iR = 1.74 min m/z 251 [M-CH3J+, 210 [M-C4H8]+; 1H NMR (400 MHz, CDCI3) delta 5.29 (br s, 2H), 3.68-3.64 (m, 2H), 1.69-1.61 (m, 2H), 1.53 (s, 9H), 1.37-1.24 (m, 4H)1 0.90 (t, J = 7.0 Hz, 3H); 13C NMR (100 MHz, CDCI3) delta 152.5, 84.1 , 47.6, 29.0, 28.4, 27.9, 22.1, 14.0.

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

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; WO2006/83924; (2006); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

September 24, 2021 News Some scientific research about 13304-62-6

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, N-Benzylacrylamide, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 13304-62-6, name is N-Benzylacrylamide, 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 13304-62-6, HPLC of Formula: C10H11NO

General procedure: To a solution of compound 5 (6) (3 mmol) and substituted acrylamide (3.3 mmol) in dry DMF was added Pd(OAc)2 (3%) and triethylamine (6 mmol). The reaction mixture was stirred under 100 C via microwave (500 w) for 7 min. Then the mixture was poured into 10% HCl ice water (200 ml) slowly with stirring. The suspension was filtered through a filter and filter cake was collected and dried. The crude product was purified by chromatography over silica gel to give compounds 7 or 8.

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, N-Benzylacrylamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Zhang, Yikai; Zhong, Hanyu; Lv, Zhiliang; Zhang, Mingfeng; Zhang, Tao; Li, Qisheng; Li, Ke; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 158 – 167;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

S News Sources of common compounds: 25408-61-1

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.

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. 25408-61-1, name is 2,2-Dimethoxy-N,N-dimethylacetamide, A new synthetic method of this compound is introduced below., Recommanded Product: 2,2-Dimethoxy-N,N-dimethylacetamide

A total of 5.0 g of 1H-indazole as a starting material was subjected to bromination and tert-butoxycarbonylation by the procedures of Production Examples I-26-a and I-26-b, was acetylated at the 3-position by the procedure of Production Example I-29-a, to give 2.5 g of tert-butyl 3-acetyl-1H-1-indazolecarboxylate. A total of 1.5 g of this product was treated with 5 N hydrochloric acid by the procedure of Production Example I-25-b and thereby yielded 860 mg of 1-(1H-3-indazolyl)ethanone. A solution of 240 mg of this product and 0.4 ml of N,N-dimethylformamide dimethylacetal in 5 ml toluene was heated under reflux for 9 hours. The solvent was evaporated, and the residue was purified and separated by silica gel column chromatography (ethyl acetate:hexane = 2:1), to give 88 mg of the title compound as a colorless powder.1H-NMR(400MHz, DMSO-d6) d 2.88 (3H, bs), 3.13 (3H, bs), 6.08 (1H, d, J = 13.1 Hz), 7.19 (1H, t, J = 7.6 Hz), 7.36 (1H, t, J = 7.6 Hz), 7.56 (1H, d, J = 7.6 Hz), 7.72 (1H, d, J = 13.1 Hz), 8.26 (1H, d, J = 7.6 Hz), 13.37 (1H, s)

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; Eisai Co., Ltd.; EP1380576; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

September 24, 2021 News Some scientific research about 67442-07-3

Statistics shows that 2-Chloro-N-methoxy-N-methylacetamide is playing an increasingly important role. we look forward to future research findings about 67442-07-3.

Application of 67442-07-3, These common heterocyclic compound, 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, 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.

C. Synthesis of Intermediate 22 [0244] A 3-neck flask was charged with 21 (100 g) and THF (800 mL). The solution was degassed three times by slowly applying vacuum, followed by breaking vacuum with nitrogen. The solution was cooled to -10 C. internal temperature. A solution of 2N i-PrMgCl solution in THF (125 g, 1.04 mole equiv) was added slowly while maintaining internal temperature at -10 C. to 0 C. The resulting mixture was then stirred for 30 minutes at -10 C. until reaction was complete. 2-Chloro-N-methoxy-N-methylacetamide (40.6 g, 1.20 mole equiv) was dissolved in MTBE (122 g, 1.22 wt equiv) and filtered through a 1 mum filter. The MTBE solution of the acetamide was then added slowly to the flask maintaining internal temperature at -10 C. to 0 C. Upon completion of the addition, the internal temperature was adjusted to 0 C. and agitated for 2 hours. After the reaction is complete, 1N HCl (750 g) was added slowly so that the internal temperature did not exceed 20 C. If necessary, the internal temperature was adjusted to 20 C. The layers were separated and the aqueous layer was extracted with MTBE (410 g). The organic layers were combined and dried over MgSO4. The MgSO4 was filtered off and rinsed with THF (200 g). The filtrate and rinse were concentrated under vacuum 10 volumes (1000 mL). Isopropanol (785 g) was added and small amounts of crystals began to form. This slurry was again concentrated under vacuum to 10 volumes (1000 mL). Isopropanol (785 g) was once again added and the slurry was concentrated under vacuum to 10 volumes (1000 mL). The internal temperature was adjusted to 20-25 C. and agitated for ca. 30 minutes. The slurry was filtered and rinsed with isopropanol (100 g) then dried under vacuum to provide 62.28 g (70.8%, 98% purity by HPLC) of the product 22 as an off-white to pale yellow solid. 1H NMR (400 MHz, CDCl3, delta): 8.19 (s, 1H), 8.12 (d, J=7.8 Hz, 1H), 7.82 (s, 1H), 7.67 (d, J=8.0 Hz, 2H), 7.52 (d, J=7.8 Hz, 1H), 4.71 (s, 2H). 19F NMR (376 MHz, CDCl3) delta -111.4 (s, 2F).

Statistics shows that 2-Chloro-N-methoxy-N-methylacetamide is playing an increasingly important role. we look forward to future research findings about 67442-07-3.

Reference:
Patent; Scott, Robert William; Wang, Fang; Shi, Bing; Mogalian, Erik; US2013/324496; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

24-Sep-2021 News Simple exploration of 188345-71-3

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Boc-2-Azabicyclo[2.2.1]hept-5-ene, and friends who are interested can also refer to it.

Related Products of 188345-71-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 188345-71-3 name is 2-Boc-2-Azabicyclo[2.2.1]hept-5-ene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

In a method analogous to J. Malpass and C. Cox, Tetrahedron Lett., 1999, 40, 1419-1422, tert-butyl 2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate is treated with diborane to afford a mixture of alcohols which is separated by chromatography. The desired alcohol tert-butyl 6-hydroxy-2-azabicyclo[2.2.1]heptane-2-carboxylate is then oxidized using the Swern procedure to afford the title compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Boc-2-Azabicyclo[2.2.1]hept-5-ene, and friends who are interested can also refer to it.

Reference:
Patent; Lampe, John W.; Watson, Paul S.; Slade, David J.; US2011/144150; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

S News The important role of 148017-28-1

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.

Adding a certain compound to certain chemical reactions, such as: 148017-28-1, name is tert-Butyl sulfamoylcarbamate, 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 148017-28-1, category: amides-buliding-blocks

Example 65; N-[((1S,2S,4R)-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]-pyrimidin-7-yl}-2-hydroxycyclopentyl)methyl]sulfamide (Compound I-56); Step a: tert-butyl(aminosulfonyl)[((1S,2S,4R)-2-[tert-butyl(dimethyl)silyl]oxy-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}cyclopentyl)methyl]carbamate; ((1S,2S,4R)-2-[tert-butyl(dimethyl)silyl]oxy-4-{4-[(1S)-2,3-dihydro-1H-inden-1-ylamino]-7H-pyrrolo[2,3-d]pyrimidin-7-yl}cyclopentyl)methanol (700.0 mg, 0.001462 mol), N-Boc-sulfonamide (398 mg, 0.00203 mol) and triphenylphosphine (575 mg, 0.00219 mol) were dissolved in ethyl acetate (28 mL, 0.28 mol) at 50 C. under an atmosphere of nitrogen. Diethyl azodicarboxylate (350.0 muL, 0.002223 mol) was added over 2-3min and the mixture was stirred at 50 C. for 30 minutes. The cooled mixture was evaporated and the residue purified by silica gel chromatography, eluting with 10 to 100% ethyl acetate in hexanes, to yield the product as a white solid, 636 mg (66%). LC/MS: Rt=2.55 min, ES+ 657 (AA standard).

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; Millennium Pharmaceuticals, Inc.; US2007/191293; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics