Month: September 2021

Application of 588-46-5, 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. 588-46-5, name is N-Benzylacetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Amide 1a (48 mg, 0.25 mmol, 1 equiv), and Selectfluor (221 mg, 0.625 mmol, 2.5 equiv) were dissolved in 5 mL of acetonitrile at room temperature, and CuBr (42.6 mg, 0.3 mmol, 1.2 equiv) was added over a 40 min period in six portions. After all CuBr was added, the resulting mixture was stirred for extra 20 min, and then acetonitrile was evaporated under reduced pressure. Then, 20 mL of a saturated ammonium chloride solution was added into the reaction mixture and extracted by diethyl ether (25 mL × 4), the ether layers were combined and dried over Na2SO4, filtered, and evaporated under reduced pressure to give the crude product. Silica gel flash chromatography of the crude product (hexanes-ethyl acetate (10:1) to hexanes-ethyl acetate (4:1)) yielded pure imide 2a (45 mg, 0.22 mmol, 88% yield) together with unreacted 1a (3.2 mg, 0.017 mmol, 7%).

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

Reference:
Article; Jin, Zhuang; Xu, Bo; Hammond, Gerald B.; Tetrahedron Letters; vol. 52; 16; (2011); p. 1956 – 1959;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 610302-03-9, 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 610302-03-9 as follows.

Step B – Synthesis of Intermediate Compound 6c To a solution of compound 6b (4.1 mg, 19.04 mmol), 4-nitrobenzoic acid (3.82 g, 22.85 mmol), and PPh3 (9.9g, 38.1 mmol) in THF (60 ml) was added DEAD (6.03 mL, 38.1 mmol) at 0C. The reaction mixture was then stirred at 25C for 16 h, quenched with water (100 mL) and extracted with EtOAc (100 mL x 3). The combined organic phase was washed with water (100 mL x 2), dried over Na2S04, and concentrated in vacuo. The residue was purified using column chromatography (Si02, Petroleum ether: EtOAc = 10: 1 to 5: 1) to provide compound 6c (1.3 g, 81% yield) as a white solid.

According to the analysis of related databases, 610302-03-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; NEELAMKAVIL, Santhosh F.; WALJI, Abbas; MARCO, Christine Ng Di; COLEMAN, Paul; WAI, John; RAHEEM, Izzat T.; HU, Lihong; PENG, Xuanjia; WO2015/39348; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 127033-74-3, name is N-(3-Methoxyphenyl)cinnamamide, 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. SDS of cas: 127033-74-3

In a 1000 mL reaction flask, 60 g of N- (cinnamoyl) -3-methoxyaniline was charged,100 g of anhydrous aluminum trichloride,500 mL of anhydrous chlorobenzene,Heating to 120 ,After refluxing for 2 hours,The reaction solution was poured into 500 mL of ice water,Produce a lot of hydrochloric acid gas,After stirring for 2 hours,The filter cake was added to 500 mL of methanol to recrystallize,To give 39 g of a light red solid,Yield: 60%Purity 94.5%.

The synthetic route of N-(3-Methoxyphenyl)cinnamamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Nuoxing Pharmaceutical Technology Co., Ltd.; Jiang Kaiyuan; Zheng Zhiwei; Sun Weihong; (6 pag.)CN107098855; (2017); A;,
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. 3792-04-9, name is 2-Chloro-N-(2-(trifluoromethyl)phenyl)acetamide, A new synthetic method of this compound is introduced below., Formula: C9H7ClF3NO

Chrysin (1) (100 mg, 0.39 mmol), 2-chloro-N-(2-(trifluoromethyl)phenyl)acetamide (6) (98 mg,0.41 mmol) and anhydrous potassium carbonate (112 mg, 0.81 mmol) were dissolved in DMF (4 mL).The reaction mixture was stirred at 75 C for 9 h, then, it was poured into water (30 mL). Afterfiltering off the precipitate, the filtrate was diluted with saturated NaCl solution (30 mL) andextracted with DCM (4 x 30 mL). The combined organic layer was washed with water (30 mL), driedover MgSO4 and concentrated in vacuo. The filtered precipitation and the crude product obtained byextraction were purified separately with preparative TLC (DCM : MeOH = 60 : 1). Combining thepure products 50 mg (28 %) of compound 20 was isolated as a white solid. M.p.: 210-212 C. TLC(DCM : MeOH = 60 : 1); Rf = 0.71.

The synthetic route of 3792-04-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Mayer, Szabolcs; Keglevich, Peter; Abranyi-Balogh, Peter; Szigetvari, Aron; Dekany, Miklos; Szantay, Csaba; Hazai, Laszlo; Molecules; vol. 25; 4; (2020);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 830-43-3, The chemical industry reduces the impact on the environment during synthesis 830-43-3, name is 4-(Trifluoromethyl)benzenesulfonamide, I believe this compound will play a more active role in future production and life.

A solution of l-[3-cyano-5-(isopropoxycarbonyl)-6-methylrhoyridin-2-yl]azetidine-3- carboxylic acid (0.091 g, 0.3 mmol), DIPEA 0.074 g, 0.6 mmol) and TBTU (0.039 g, 0.3 mmol) in leq. DCM/ 1 eq .DMF (2 mL) was added to sulfonamide^ .4 mmol), e.g. 4- (trifluoromethyl)benzenesulfonamide. The reaction mixture was stirred for 48h followed by addition of TBTU (0.013 g, 0.1 mmol). After 2Oh the solvents were removed in vacuo. The crude reaction mixture was added NaHSO4 (2 mL, IM) and due to differences in solubility between products DCM and DCM/ethyl acetate was used for extraction. The organic phase was isolated and the solvents were removed in vacuo. The crude material was purified using preparative HPLC (see below for details) in order to isolate the desired product, e.g. isopropyl 5-cyano-2-methyl-6- {3-[({ [4-(trifiuoromethyl)phenyl]sulfonyl}amino)carbonyl]azetidin- 1 – yl}nicotinate.

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-(Trifluoromethyl)benzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2007/8140; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 263349-73-1, 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 263349-73-1 as follows.

EXAMPLE 342: 3-fluoro-4-(6-(trifluoromethyl)-lH-indazol-4- yl)benzenesulfonamide [0976] To a 5 mL vial equipped with a magnetic stir bar were added 4-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2-yl)-6-(trifluoromethyl)-lH-indazole (40 mg, 0.128 mmol), 4-bromo-3- fluorobenzenesulfonamide (39.1 mg, 0.154 mmol), aqueous saturated sodium bicarbonate (0.274 mL, 0.513 mmol), PdCl2(dppf) (9.38 mg, 0.013 mmol), and dioxane (2 mL) to give an orange suspension. The vial was sealed and then heated in a microwave reactor at 140C for 30 minutes. The reaction mixture was subsequently filtered and the product was purified by preparative HPLC, eluting with a gradient of 35-60% ACN (containing 0.035% TFA) in H20 (containing 0.05% TFA). The pure fractions were lyophilized to give a TFA salt of the title compound as a white solid (13.7 mg, 22.6%). 1H NMR (400 MHz, DMSO-<) delta ppm 7.50 (s, 2 H), 7.53 (s, 1 H), 7.75-7.80 (m, 1 H), 7.92-7.94 (m, 1 H), 8.02 (s, 1 H), 8.06 (dt, J=8.02, 1.29 Hz, 1H), 8.21 (t, J=1.64 Hz, 1 H), 8.40 (s, 1 H); ESI-MS m/z [M+H]+ calc'd for Ci4H9F4N302S, 360.0; found 360.1. According to the analysis of related databases, 263349-73-1, the application of this compound in the production field has become more and more popular. Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHERUVALLATH, Zacharia; ERICKSON, Philip; FENG, Jun; KOMANDLA, Mallareddy; LAWSON, John David; MCBRIDE, Christopher; MIURA, Joanne; MURPHY, Sean; TANG, Mingnam; TON-NU, Huong-Thu; WO2013/130855; (2013); 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 98-64-6 as follows. Recommanded Product: 98-64-6

General procedure: To a round-bottom flask (500 mL) that contained a solution of aryl sulfonamide (6 mmol), 4-dimethyaminopyridine (DMAP, 13 mmol), and 1-[3-(dimethyamino)-propyl]-3-ethylcarbodiimide hydrochloride (EDCI, 13 mmol) in CH2Cl2 (150 mL) was added the synthesized cinnamic acid (6 mmol) at room temperature. The resulting mixture was stirred at room temperature for 12 h, then cooled to 5 °C, and acidified to pH 1 with addition of HCl aqueous solution (10percent), which was followed by extraction with CH2Cl2/MeOH (9:1, 3 .x. 100 mL). The combined organic layers were washed with H2O and brine, dried over Na2SO4, and concentrated in vacuo. The residue was subjected to silica gel chromatography or crystallization if necessary to afford the compounds (9a-16e) (Scheme 1).

According to the analysis of related databases, 98-64-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Luo, Yin; Qiu, Ke-Ming; Lu, Xiang; Liu, Kai; Fu, Jie; Zhu, Hai-Liang; Bioorganic and Medicinal Chemistry; vol. 19; 16; (2011); p. 4730 – 4738;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

518057-72-2, name is 5-Amino-2-fluorobenzamide, 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. name: 5-Amino-2-fluorobenzamide

A solution of 5-amino-2-fluoro-benzamide (30 mg, 0.19 mmol) and diisopropylethylamine (100 mu, 0.5766 mmol) in tetrahydrofuran (1 mL) at 0 C was added to a slurry of 2-[2-methoxy-4- (trifluoromethoxy)phenoxy]-5-(l, l,2,2,2-pentafluoroethyl)benzoyl chloride (89 mg, 0.19 mmol) in tetrahydrofuran (1 mL) slowly at 0 C and the reaction was stirred at room temperature for 4 hours. The solvent was evaporated by blowing down with nitrogen. The crude product was dissolved in DMSO, filtered and purified by reverse phase HPLC to yield N-(3-carbamoyl-4-fluoro-phenyl)-2-[2-methoxy-4- (trifluoromethoxy)phenoxy]-5-(l, l,2,2,2-pentafluoroethyl)benzamide (25.7 mg, 23%). ESI-MS m/z calc. 582.08, found 583.0 (M+l)+; retention time (Method B): 2.04 minutes (3 minute run). NMR (400 MHz, DMSO-d6) delta 10.62 (s, 1H), 8.00 (dd, J = 6.5, 2.8 Hz, 1H), 7.91 (d, J = 2.4 Hz, 1H), 7.83 (ddd, J = 9.0, 4.4, 2.8 Hz, 1H), 7.78 – 7.62 (m, 3H), 7.44 (d, J = 8.8 Hz, 1H), 7.32 – 7.24 (m, 2H), 7.07 (ddd, J = 8.8, 2.8, 1.3 Hz, 1H), 6.87 (d, J = 8.8 Hz, 1H), 3.78 (s, 3H) ppm.

The synthetic route of 518057-72-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; AHMAD, Nadia; ANDERSON, Corey; ARUMUGAM, Vijayalaksmi; ASGIAN, Iuliana, Luci; CAMP, Joanne, Louise; FANNING, Lev Tyler, Dewey; HADIDA RUAH, Sara, Sabina; HURLEY, Dennis; SCHMIDT, Yvonne; SHAW, David; SHETH, Urvi, Jagdishbhai; THOMSON, Stephen, Andrew; (691 pag.)WO2019/14352; (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. 16313-66-9, name is 2-Amino-5-bromobenzamide, A new synthetic method of this compound is introduced below., Formula: C7H7BrN2O

General procedure: To a solution of 2-aminobenzamide 1 (0.24 mmol, 1 equiv) and 2-alkynylbenzaldehyde 2 (0.24 mmol, 1 equiv) in DMSO (4 mL) was added AgNO3 (8 mg, 20 mol%). The resulting mixture was then heated at 120 C for 4 h. After completion of the reaction, the mixture was extracted with EtOAc. The combined extracts were washed with brine, dried (Na2SO4), and evaporated. The crude product was purified by chromatography (silica gel, acetone/hexane 20:80) to afford the product.

The synthetic route of 16313-66-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sonawane, Amol D.; Shaikh, Yunnus B.; Garud, Dinesh R.; Koketsu, Mamoru; Synthesis; vol. 51; 2; (2019); p. 500 – 507;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 67442-07-3

To a 10L four necked flask was charged l-Isopropyl-3-methyl-lH-l,2,4-triazole 7 (400 g) in THF (2.5 L). The resulting solution was cooled to -40 C and 2.5 M n-butyllithium BuLi in n- hexanes (1.41 L) was added while keeping the internal temp, below -20C. The resulting yellow suspension was stirred at -40C for 1 hour before being transferred. To a 20L flask was charged 2-chloro-N-methoxy-N-methylacetamide 10 (485 g) in THF (4 L). The resulting solution was cooled to -40 C at which point a white suspension was obtained, and to this was added the solution of lithiated triazole 7 keeping the internal temp, below -20C. At this point a yellow orange solution was obtained which was stirred at – 30C for lhour. Propionic acid (520 mL) was added keeping the internal temp, below -20C. The resulting off-white to yellowish suspension was warmed to -5 C over 30 minutes. Citric acid (200 g) in water (0.8 L) was added and after stirring for 5 minutes a clear biphasic mixture was obtained. At this point stirring was stopped and the bottom aqueous layer was removed. The organic phase was washed with 20w% K3PO4 solution (1 L), 20w% K2HP04 solution (2 L), and 20w% NaCl solution (1 L). The organics was reduced to ca 4L via distillation under vacuum to afford 2-chloro-l-(l-isopropyl-3- methyl-lH-l,2,4-triazol-5-yl)ethanone 13 as a dark amber liquid which was used “as is” in the next step.

According to the analysis of related databases, 67442-07-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ANGELAUD, Remy; BEAUDRY, Danial; CARRERA, Diane; MALHOTRA, Sushant; REMARCHUK, Travis; ST-JEAN, Fredric; WO2014/140073; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics