Month: September 2021

Reference of 201162-53-0, 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. 201162-53-0, name is 3-Boc-3,8-Diazabicyclo[3.2.1]octane belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Into a 250-mL round-bottom flask, was placed a solution of 2-bromo-4-fluoropyridine (7.8 g, 44.32 mmol, 1.05 equiv), tert-butyl 3,8-diazabicyclo[3.2.1]octane-3-carboxylate (9 g, 42.4 mmol, 1.00 equiv), DIEA (25 g, 193 mmol, 4.00 equiv) in NMP (120 mL). The resulting solution was stirred for 3 hours at 150 C. The reaction mixture was cooled. The reaction was then quenched by the addition of water (200 mL). The resulting solution was extracted with ethyl acetate (50 mL*3), and the organic layers were combined. The resulting mixture was washed with water (50 mL*1) and brine (50 mL*1). The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column eluting with ethyl acetate/petroleum ether (1:2). This resulted in 11.7 g (75%) of tert-butyl 8-(2-bromopyridin-4-yl)-3,8-diazabicyclo[3.2.1]octane-3-carboxylate as a yellow solid.

The synthetic route of 3-Boc-3,8-Diazabicyclo[3.2.1]octane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Arvinas Operations, Inc.; Genentech, Inc.; Crew, Andrew P.; Wang, Jing; Berlin, Michael; Dragovich, Peter; Chen, Huifen; Staben, Leanna; US2019/300521; (2019); A1;,
Amide – Wikipedia,
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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. 406233-31-6, name is 4-Fluoro-3-nitrobenzenesulfonamide, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Fluoro-3-nitrobenzenesulfonamide

To a mixture of 4-fluoro-3-nitrobenzenesulfonamide (1 g, 4.54 mmol) and compound tert-butyl 4-fluoro-4- (hydroxymethyl) piperidine-1-carboxylate (1.06 g, 4.54 mmol) in THF (20 mL) was added NaH (726.61 mg, 18.17 mmol, 60%purity) in one portion at 0C under N 2. The mixture was stirred at 15C for 14 hours. TLC showed the reaction was completed. 20 mL saturated NH 4Cl solution was added to the mixture, the aqueous phase was extracted with ethyl acetate (20 mL x 3). The combined organic phase was washed with brine (50 mL), dried with anhydrous Na 2SO 4, filtered and concentrated in vacuum. The crude product was purified by re-crystallization in EtOAc (10 mL) to give tert-butyl 4-fluoro-4- ((2-nitro-4-sulfamoylphenoxy) methyl) piperidine-1-carboxylate (1.17 g, 2.70 mmol, 59.4% yield) as yellow solid. 1H NMR (400MHz, DMSO-d 6) delta ppm: 8.31 (br s, 1H), 8.06 (br d, J = 8.6 Hz, 1H), 7.64-7.54 (m, 1H), 7.25 (br s, 2H), 4.48-4.33 (m, 2H), 3.84 (br d, J = 11.9 Hz, 2H), 3.03 (br s, 2H), 1.97-1.84 (m, 2H), 1.82-1.61 (m, 2H), 1.41 (d, J = 2.9 Hz, 9H).

The synthetic route of 406233-31-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BEIGENE, LTD.; GUO, Yunhang; XUE, Hai; WANG, Zhiwei; SUN, Hanzi; (493 pag.)WO2019/210828; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 118753-70-1, name is tert-Butyl bis(2-chloroethyl)carbamate, 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. Quality Control of tert-Butyl bis(2-chloroethyl)carbamate

Reference example 79; (1); To compound (1) (4.0g) in DMSO (60ml) was gradually added 60percent sodium hydride (1.35g) under ice-cooling, and the mixture was stirred at 0°C for 1 hour. Thereto was dropped N – tert-butoxycarbonyl-N,N-bis(2-chloroethyl)amine (4.59g) in DMSO (30ml) and the mixture was stirred at room temperature for 3 hours. The reaction mixture was poured to ice water, and the mixture was extracted with methylene chloride. The extract was washed with water, and dried. After removal of the solvent, the residue was purified with NH-silica gel chromatography (hexane/ethyl acetate=100/0–>100/20) to give compound (2) (2.03g) as a yellow oily product. APCI-MS (m/e): 265/267 (M+2H-BOC)+

The synthetic route of tert-Butyl bis(2-chloroethyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP1956009; (2008); 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. 192436-83-2, name is 4-Bromo-N-methoxy-N-methylbenzamide, A new synthetic method of this compound is introduced below., Safety of 4-Bromo-N-methoxy-N-methylbenzamide

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,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 749927-69-3, name is 4-Bromo-2-fluoro-N-methylbenzamide, 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 749927-69-3, COA of Formula: C8H7BrFNO

A) 2-fluoro-N-methyl-4-vinylbenzamide A mixture of 4-bromo-2-fluoro-N-methylbenzamide (0.80 g) , vinylboronic acid pinacol cyclic ester (0.80 g) and 2M aqueous sodium carbonate solution (3.45 mL) in DME (17.3 mL) was argon- purged. Bis (triphenylphosphine)palladium(II) dichloride (0.12 g) was added thereto, and the mixture was stirred overnight at 80C. The reaction solution was diluted with ethyl acetate, and the mixture was washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was subjected to short silica gel column chromatography, and the solvent was evaporated under reduced pressure to give the title compound (0.74 g) . MS: [M+H]+ 180.1.

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, 4-Bromo-2-fluoro-N-methylbenzamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMADA, Masami; SUZUKI, Shinkichi; SUGIMOTO, Takahiro; NAKAMURA, Minoru; SAKAMOTO, Hiroki; KAMATA, Makoto; WO2015/163485; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 98-64-6,Some common heterocyclic compound, 98-64-6, name is 4-Chlorobenzenesulfonamide, molecular formula is C6H6ClNO2S, 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 solution of the appropriate amount of DMF (N, N-dimethylformamide) in a volume ratio of 3: 1 with ethylene glycol mixture) was added 100 mmol of the compound of the above formula (I), 170 mmol of the compound of the above formula (II) 6 mmol of a catalyst (1.7 mmol of a mixture of Pt(NH3)2(NO2)2 and 4.3 mmol biphenyltetrather), 200 mmol of an oxidizing agent PhI(TFA)2 and 10 mmol of the additives 4,4 ‘,4″,4″-tetra-tert-butylphthalocyanine copper, and then the temperature was raised to 60°C, and the reaction was sufficiently stirred at that temperature for 5 hours, after the reaction, the reaction system is naturally cooled to room temperature, and then filtered to adjust the filtrate pH is neutral, and thenWith saturated sodium carbonate aqueous solution to fully wash, add acetone extraction 2-3 times, combined organic phase, vacuum distillation, the residue over 300-400 mesh silica gel column chromatography to an equal volume of ethyl acetate and methylene chloride mixture followed by rinsing to give a compound of formula (III) in a yield of 98.1percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chlorobenzenesulfonamide, its application will become more common.

Reference:
Patent; Shenzhen Tan Xi Biological Technology Co., Ltd.; Shenzhen Huimeier Technology Co., Ltd.; Zheng Chao; (9 pag.)CN105198791; (2017); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 2618-96-4, 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. 2618-96-4, name is Dibenzenesulfonimide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Under N2, ynamide 1a (0.300 mmol, 108.7 mg) and diphenylsulfonimide (2a; 0.600 mmol, 178.4 mg, 2.00 equiv) were dissolved in CH2Cl2 (4.00 mL). The reaction mixture was allowed to stir at r.t. After the consumption of 1a (4.5 h, TLC, eluent: PE-EtOAc, 4:1), the mixture was concentrated, and the residue was purified by flash chromatography on silica gel (eluent: PE-EtOAc, 6:1 ? 4:1) to afford 3a.

The synthetic route of Dibenzenesulfonimide has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yu, Lian; Deng, Yuan; Cao, Jian; Synthesis; vol. 47; 6; (2015); p. 783 – 788;,
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. 123986-64-1, name is tert-Butyl 4-(hydroxymethyl)benzylcarbamate, A new synthetic method of this compound is introduced below., Recommanded Product: tert-Butyl 4-(hydroxymethyl)benzylcarbamate

Dess-Martin periodinane (1.25 eq) was added to a flask with a stir bar. Diluted with DCM (0.25 M), and the resulting slurry was stirred vigorously at roomtemperature. Added a solution of alcohol (1.00 eq) in DCM (0.20 M) in dropwise fashion, and the resulting reaction mixture was stirred vigorously under Ar at room temperature. After 2.5 hrs, TLC indicated complete conversion of starting material. The reaction mixture was poured over a 1:1 mixture of saturated aqueous NaHCO3 and saturated aqueous Na2S2O3 (55 mL per mmol alcohol). The resulting organic layer was dried over anhydrous sodium sulfate, filtered, and evaporated under reduced pressure. A solution ofamine (1.00 eq) in DCM (0.12 M) was added to a flask with a stir bar. Added a solution of aldehyde (1.05 eq) in DCM (0.53 M), and the resulting mixture was stirred under Ar at room temperature for 5 mm. After this time, acetic acid (1.00 eq) was added, and the resulting mixture was stirred under Ar at room temperature for 15 mm. After this time, sodium triacetoxyborohydride (3.00 eq) was added, and the resulting reaction mixture was allowed to stir overnight at room temperature under Ar. In the morning, thereaction mixture was diluted with DCM and washed once with 1 M aqueous sodium hydroxide. The resulting aqueous layer was extracted 3 times with DCM. Combined organic layers were dried over anhydrous sodium sulfate, filtered, and evaporated under reduced pressure. The cmde material was taken up in DCM (40 mL per mmol amine), filtered, and evaporated under reduced pressure.

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; EMORY UNIVERSITY; LIOTTA, Dennis C.; JECS, Edgars; WILSON, Robert James; NGUYEN, Huy Hoang; KIM, Michelle Bora; WILSON, Lawrence; MILLER, Eric James; TAHIROVIC, Yesim Altas; TRUAX, Valarie; KAISER, Thomas; (311 pag.)WO2018/156595; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 70-55-3, The chemical industry reduces the impact on the environment during synthesis 70-55-3, name is 4-Methylbenzenesulfonamide, I believe this compound will play a more active role in future production and life.

A solution of 4-(bromomethyl) owing procedure. 4-Methylbenzenesulfonamide (0.5 g, 2.92 mmol) was dissolved in chloroform (10 mL) and N-bromosuccinimide (0.546 g, 3.07 mmol) and benzoyl peroxide (0.035 g, 0.146 mmol) were added and the reaction was heated overnight at 63 °C. The succinimide crystallized out at room temperature to afford a crude solution of 4- (bromomethyl)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, 4-Methylbenzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ADAMS, Nicholas David; BENOWITZ, Andrew B.; RUEDA BENEDE, Maria Lourdes; EVANS, Karen Anderson; FOSBENNER, David T.; KING, Bryan Wayne; LI, Mei; MILLER, William Henry; REIF, Alexander Joseph; ROMERIL, Stuart Paul; SCHMIDT, Stanley J.; WIGGALL, Kenneth; (1283 pag.)WO2017/216726; (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. 37394-93-7, name is 2-Chloro-N-(o-tolyl)acetamide, A new synthetic method of this compound is introduced below., name: 2-Chloro-N-(o-tolyl)acetamide

General procedure: General procedure.A mixture of 4 (4.59 g, 0.01 mol) and 2-chloro-N-substitutedacetamide derivatives (0.01 mol) in dry acetone (30 mL) andanhydrous K2CO3 (1.38 g, 0.01 mol) was stirred at room temperaturefor 8 h, filtered and the solid product formed was crystallizedfrom ethanol to give 5-18.

The synthetic route of 37394-93-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bua, Silvia; Ghorab, Mostafa M.; Soliman, Aiten M.; Supuran, Claudiu T.; European Journal of Medicinal Chemistry; vol. 200; (2020);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics