Category: amides-buliding-blocks

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,
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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

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,
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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. 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

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,
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. 456-64-4, name is 1,1,1-Trifluoro-N-phenylmethanesulfonamide, A new synthetic method of this compound is introduced below., Quality Control of 1,1,1-Trifluoro-N-phenylmethanesulfonamide

Step E-Methyl 3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)-5-(6-{[(trifluoromethyl)sulfonyl]oxy}-1H-benzimidazol-1-yl)-2-thiophenecarboxylate To a stirred, cooled (0 C.) solution of methyl 5-(6-hydroxy-1H-benzimidazol-1-yl)-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)-2-thiophenecarboxylate (2.49 g, 5.38 mmol) and n-phenyltrifluoromethane sulfonamide (2.06 g, 5.76 mmol) in DCM (30 mL) was added diisopropylethylamine (2.0 mL, 11.5 mmol). The reaction was allowed to warm to room temperature and stirred for 12 h. The reaction mixture was then concentrated under vacuum, and chromatographed on silica gel (120 g), eluding with a 5-to-40% gradient of EtOAc/hexane to give 3.12 g (98%) of the title compound as a light yellow solid. 1H NMR (400 MHz, DMSO-d6): delta 8.76 (s, 1H), 8.01-7.94 (m, 2H), 7.80-7.70 (m, 3H), 7.56-7.43 (m, 3H), 5.98 (q, 1H, J=6.10 Hz), 3.84 (s, 3H), 1.65 (d, 3H, J=6.22 Hz); MS (ESI): 595 [M+H]+.

The synthetic route of 456-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dar, Mohammed; US2009/5398; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 4563-33-1, A common heterocyclic compound, 4563-33-1, name is Phenylmethanesulfonamide, molecular formula is C7H9NO2S, 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.

Compound 63; N-[benzylsulfonyl]-2-[4-[1-(1-(2-(1-piperidinyl)phenyl)pentyl)aminocarbonylmethyl]phenoxy]-2-methylpropanamide; This compound was obtained by condensation between compound 10 and phenylmethanesulfonamide according to protocol L. It was purified by silica gel chromatography (dichloromethane/methanol 98/2). Yield: 39%

The synthetic route of 4563-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENFIT; US2006/79696; (2006); 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. 50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, A new synthetic method of this compound is introduced below., Application In Synthesis of 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide

A/-(Hydroxymethyl)trifluoroacetamide (6.6 mmol; 0.946 g) is added to a mixture of 2,6- dichloro-nitrobenzene (0.899 mL; 6.6 mmol) and cone. H2S04 (15 mL) at 75C. The mixture is stirred at 75C overnight, poured into ice water and stirred for 1 h. The precipitate is collected by filtration and dried. Yield 0.32 g (15%). MS [M-H]” = 315, HPLC-method B: Rt = 1.43 min.

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; PRIEPKE, Henning; DOODS, Henri; KUELZER, Raimund; PFAU, Roland; STENKAMP, Dirk; PELCMAN, Benjamin; ROENN, Robert; LUBRIKS, Dimitrijs; SUNA, Edgars; WO2012/22792; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 2227-79-4,Some common heterocyclic compound, 2227-79-4, name is Benzothioamide, molecular formula is C7H7NS, 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.

1. 3 Dichloroacetone (170 mmol), thiobenzamide (150 mmol), ethanol (150 mL) and THF (75 mL) was reacted for 5-8 hours under refluxed and stirring and conditions. The most of the solvent was removed, cooled, the reaction solution was poured into ice water, extracted with ethyl acetate, washed with the organic phase, dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure to obtain a yellow liquid title 28 g

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

Reference:
Patent; Huang, Danling; Hunan Research Institute of Chemical Industry ltd; Liu, Aiping; Huang, Mingzhi; Li, Jianming; Wang, xiaoguang; Liu, Weidong; Chen, Xiao Yang; He, Lian; Xiang, Jun; Pei, Hui; (24 pag.)CN106608873; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics