Amides-buliding-blocks

Some common heterocyclic compound, 5900-59-4, name is 2-Amino-4-chlorobenzamide, molecular formula is C7H7ClN2O, 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. Safety of 2-Amino-4-chlorobenzamide

EXAMPLE 1 To a mixture of 7.73 g of 2-chloro-N-(3,4-dimetoxyphenethyl)acetamide, 5.12 g of 2-amino-4-chlorobenzamide, 13.5 g of sodium iodide and 3.63 g of magnesium oxide was added 30 ml of dimethylformamide and the resulting mixture was stirred at 90¡ã to 100¡ã C. for 4.5 hours. The reaction solution was concentrated under reduced pressure and the residue was extracted with 500 ml of chloroform. The chloroform extract was washed successively with 10percent hydrochloric acid, water, a 5percent aqueous sodium carbonate solution, a 5percent aqueous sodium sulfite solution and water, dried and then concentrated to dryness under reduced pressure. The residue was recrystallized from methanol to obtain 8.01 g of 2-(2-carbamoyl-5-chlorophenylamino)-N-(3,4-dimethoxyphenethyl)acetamide having a melting point of 167.5¡ã-168.5¡ã C. Elemental Analysis for C19 H22 O4 N3 Cl: Calcd. (percent): C, 58.24; H, 5.66; N, 10.72. Found (percent): C, 58.26; H, 5.59; N, 10.70.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5900-59-4, its application will become more common.

Reference:
Patent; Daiichi Seiyaku Co., Ltd.; US4297357; (1981); A;,
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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. 111300-06-2, name is tert-Butyl (trans-4-hydroxycyclohexyl)carbamate, A new synthetic method of this compound is introduced below., category: amides-buliding-blocks

Compound 2 (15 g, 57.47 mmol),trans-4-BOC-aminocyclohexanol (24.7g, 114.9mmol),Triphenylphosphine (30.1 g, 114.9 mmol) and 150 ml of THF were cooled to 0 C in an ice-salt bath.Add DIAD (23.2g, 114.9mmol) dropwise,Warm to room temperature and stir overnight.Column chromatography gave 13.1 g of solid, yield: 49.7%.

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; Shanghai Pharmaceutical Industry Institute; China Pharmaceutical Industry Zongyuan; Zheng Nan; Hao Qun; Zhou Weicheng; Lin Kuaile; Pan Jing; Chen Liang; Zhou Ting; Liu Zhenren; (39 pag.)CN110655519; (2020); A;,
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Synthetic Route of 79722-21-7, 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. 79722-21-7, name is tert-Butyl benzyloxycarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Nucleophile (1-3 mol equiv), tris-(dibenzylideneacetone)dipalladium (2.5 mol %), tris-(2-furyl)phosphine (10 mol %) and potassium carbonate (2 mol equiv) were added to a solution of the aryl halide (1 mmol) in dry dimethylformamide (10 mL) in a Schlenk tube. The reaction mixture was then degassed using the freeze, pump, thaw (F.P.T.) technique (one cycle). Allene gas was then introduced at the required pressure (1 atm) and the Schlenk tube contents stirred and heated at 80 C for 16 h. After cooling and venting, DCM (20 mL) was added and the mixture filtered to remove inorganic salts. The filtrate was concentrated in vacuo and the residue was purified by column chromatography.

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 benzyloxycarbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Elboray, Elghareeb E.; Gao, Chuanjun; Grigg, Ronald; Tetrahedron; vol. 68; 14; (2012); p. 3103 – 3111;,
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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 149423-70-1 as follows. HPLC of Formula: C14H20N2O2

Amine D1.1 (Prepared as described in Bauer, Shawn M.; Jia, Zhaozhong J.; Song, Yonghong; Xu, Qing; Mehrotra, Mukund; Rose, Jack W.; Huang, Wolin; Venkataramani, Chandrasekar; Pandey, Anjali. PCT mt. Appi. (2009), W02009145856A1.) (1.92 g, 7.7 mmol) was diluted with dichioromethane (30 mL) affording an opaque solution. To this was added di-tbutyl dicarbonate (2.0 g, 9.3 mmol) in two portions. The resulting solution was then stirred for approximately 1 hr at which time the reaction was determined to be complete by UPLC. The reaction mixture was then concentrated and dried in vacuo overnight affording 2.47 g of the diprotected diamine as a light pink syrup. MS found for C11H21N202 as (M – Boc+2H) 249.2 and (M+Na)+ = 371.4.

According to the analysis of related databases, 149423-70-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; JIA, Zhaozhong J.; KANE, Brian; XU, Qing; BAUER, Shawn M.; SONG, Yonghong; PANDEY, Anjali; DICK, Ryan; WO2013/78468; (2013); A1;,
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Application of 3144-09-0, These common heterocyclic compound, 3144-09-0, name is Methylsulfonamide, 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.

CH2Cl2 (3.06 ml) was added to the 20 mL Scint vial containing DMAP (5.61 mg, 0.046 mmol), 2-chloro-1-methylpyridin-1-ium iodide (0.282 g, 1.102 mmol), benzoic acid 1a (0.1122 g, 0.919 mmol), methanesulfonamide 2a (0.175 g, 1.837 mmol) at room temperature. After stirring for 5 min, TEA (0.38 ml, 2.76 mmol) was slowly added to the reaction mixture. The reaction was stirred at room temperature for 1 hour. The reaction solvent was removed via vacuum and the crude was taken up in ethyl acetate, washed with 1N HCl. The ethyl acetate layer was separated, dried (Na2SO4), filtered and concentrated. The crude was purified by flash column eluted with ethyl acetate in hexane from 0 to 50% to 100% to give the desired product 3a as a white solid. (0.1409 g, 77%). 1H NMR (400 MHz, CHLOROFORM-d) delta 8.96 (br s, 1H), 7.95 – 7.82 (m, 2H), 7.68 – 7.61 (m, 1H), 7.56 – 7.49 (m, 2H), 3.46 (s, 3H); 13C NMR (126 MHz, CHLOROFORM-d) delta 165.5, 133.9, 131.0, 129.1, 127.9, 41.8; HRMS(ESI-) : observed: 198.0221; theory: 198.0217.

The synthetic route of 3144-09-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chen, Ling; Luo, Guanglin; Tetrahedron Letters; vol. 60; 3; (2019); p. 268 – 271;,
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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. 147356-78-3, name is N-Methoxy-N-methylcyclopropanecarboxamide, A new synthetic method of this compound is introduced below., Product Details of 147356-78-3

To a mixture of (5S,7S)-2-bromo-5-(2,5-difluorophenyl)-7-fluoro-6,7-dihydro-5H-pyrrolo[l,2- b][l,2,4]triazole (100 mg, 0.31 mmol), N-methoxy-N-methyl-cyclopropanecarboxamide (81 mg, 0.63 mmol) in tetrahydrofuran (3 mL) was added isopropylmagnesium chloride (2.0 M in tetrahydrofuran, 0.31 mL, 0.63 mmol) dropwise at 0 C. The mixture was stirred at 0 C for 0.5 h and quenched by addition of saturated aqueous ammonium chloride (10 mL). The mixture was extracted with ethyl acetate (3 x 10 mL). The combined organic layers were washed with water (20 mL), brine (20 mL), dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by preparative TLC to give cyclopropyl-[(5S,7S)-5-(2,5-difluorophenyl)-7-fluoro-6,7-dihydro-5H- pyrrolo[l ,2-b][l,2,4]triazol-2-yl]methanone (22.1 mg, 23%) as a white solid. H NMR (400 MHz, CD3OD) delta 7.28 – 7.17 (m, 2H), 6.93 – 6.88 (m, 1H), 6.22 – 6.06 (m, 1H), 5.90 – 5.86 (m, 1H), 3.88 – 3.74 (m, 1H), 3.09 – 3.02 (m, 1H), 2.93 – 2.82 (m, 1H), 1.21 – 1.18 (m, 2H), 1.15 – 1.11 (m, 2H). LCMS RT = 1.007 min, m/z = 308.1 [M+H]+. LCMS (10 to 80%o acetonitrile in water + 0.03%o trifluoacetic acid over 2 mins) retention time 1.007 min, ESI+ found [M+H] = 308.1.

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.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; PATEL, Snahel; HAMILTON, Gregory; ZHAO, Guiling; CHEN, Huifen; DANIELS, Blake; STIVALA, Craig; (358 pag.)WO2019/12063; (2019); A1;,
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Related Products of 112257-19-9, These common heterocyclic compound, 112257-19-9, name is tert-Butyl methyl(2-(methylamino)ethyl)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.

Preparation Example 1-3: Preparation of Compound (II-4)[0060][0061] Under an argon stream, 4-((S)-2-((S)-2-(6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanamido)-3-methylbutanamido)-5-ureidopentanamido)benzyl (4-nitrophenyl) carbonate (6.8 g, 9.22 mmol) was dissolved in 150 mL of anhydrousdimethylformamide, and stirred, together with t-butyl methyl(2-(methylamino)ethyl)carbamate (1.82 g, 9.68 mmol) at 20- 25¡ãC for 19 hrs. After completion of the reaction, the reaction mixture was completely concentrated in a high vacuum,and the concentrate was purified by silica gel column chromatography to obtain an amino-protected derivative of compound (II-4) (5.14 g, 71percent).[0062]1H NMR (400 MHz, DMSO-d6) delta0.78-0.8 (d, 3 H), 0.8-0.83 (d, 3 H), 1.09 -1.99 (m, 10 H), 1.33 (s, 9 H), 1.92(m, 1 H), 2.07-2.19 (m, 2H), 2.66-2.73 (d, 3H), 2.8-2.81 (m, 3H), 2.9-3.0 (m, 2H), 3.37 (m, 2 H), 4.15 (t, 1 H), 4.34 (m,1 H), 4.94 (s, 2 H), 5.38 (s, 2 H), 5.94 (brt, 1 H), 6.96 (s, 2H), 7.23 (d, 2 H), 7.55 (d, 2 H), 7.77 (d, 1 H), 8.04 (d, 1 H),9.95 (brs, 1 H)[0063] LC-MS m/z: 787.5 [M+H]+[0064] With the exception of using the amino-protected derivative of compound (II-4), the same procedure as inPreparation Example 1-2 was repeated to obtain a concentrated TFA salt of the title compound.

The synthetic route of 112257-19-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Celltrion, Inc.; PARK, Young Jun; JEONG, Jin-kyo; CHOI, Young Mi; LEE, Minseob; KIM, Yeon Jung; KIM, Kyoung Suk; CHOI, Joon hun; LEE, Jin Seo; CHO, Eun Joo; SONG, Hyunnam; PARK, Sung Jun; LEE, Jong-hyoup; LEE, Matthew Sangyup; LEE, In-Suk; KIM, Joon woo; HONG, Seung Suh; EP2927227; (2015); A1;,
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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. 2835-68-9, name is 4-Aminobenzamide, A new synthetic method of this compound is introduced below., Recommanded Product: 4-Aminobenzamide

General procedure: A solution of 3a-e (2 mmol) in10 mL THF was added slowly to a cooled solution of 4,6-dichloro-5-nitropyrimidine (0.43 g, 2.2 mmol) and TEA (0.20 g, 2 mmol) in THF (20 mL), and mixture was stirred for about 30 min at 0 C. Stirring was continued for 4 h at room temperature and the reaction was monitored by TLC. The reaction mixture was added into 60 mL H2O, and extracted with EA (50 mL ¡Á 2). The combined organic extract was washed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo to get the crude product which was next purified by column chromatography on silica employing ethyl acetate/petroleum ether as eluted to obtain the pure product to give the product 3a-e.

The synthetic route of 2835-68-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yu, Xu-Ri; Tang, Yun; Wang, Wen-Jing; Ji, Sen; Ma, Shuang; Zhong, Lei; Zhang, Chun-Hui; Yang, Jiao; Wu, Xiao-Ai; Fu, Zheng-Yan; Li, Lin-Li; Yang, Sheng-Yong; Bioorganic and Medicinal Chemistry Letters; vol. 25; 22; (2015); p. 5449 – 5453;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 24167-52-0,Some common heterocyclic compound, 24167-52-0, name is 3-Chloro-N,N-dimethylbenzamide, molecular formula is C9H10ClNO, 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.

N’-cyanobenzimidamide (16.8 g, 115 mmol), Compound 2-4-2 (21 g, 115 mmol) and phosphorus oxychloride (12 mL, 128 mmol) were added to 500 mL of acetonitrile and then stirred under reflux for 1 hour. After cooling to room temperature, the resulting solid was filtered, washed with water and ethanol, and then dried to produce Compound 2-4-3 (27.6 g, yield: 80%).

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

Reference:
Patent; LG CHEM, LTD.; KANG, Min Young; PARK, Tae Yoon; CHO, Seongmi; MUN, Jeong Wook; JUNG, Min Woo; LEE, Jung Ha; (29 pag.)US2020/39971; (2020); A1;,
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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. 956434-30-3, name is tert-Butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., name: tert-Butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate

(step 1) To a solution of (2R)-3-methylbutan-2-ol (0.38 mL) in toluene (8 mL) was added sodium hydride (0.28 g), and the resulting mixture was stirred at 70C for 15 min under a nitrogen atmosphere. A mixture of tert-butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate (1.0 g), BINAP (0.066 g), Pd2(dba)3 (0.048 g) and toluene (8 mL) was added, and the resulting mixture was stirred at 100C for 2 hr under an argon atmosphere. The reaction solution was poured into water, and the resulting product was extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 0?40% ethyl acetate/hexane) to give tert-butyl 8-{[(1R)-1,2-dimethylpropyl]oxy}-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate (0.77 g, 65%) as a white powder. 1H-NMR(CDCl3):delta0.94(3H,d,J=6.8Hz), 0.96(3H,d,J=6.6Hz), 1.23(3H,d,J=6.2Hz), 1.43(9H,s), 1.82-1.95(1H,m), 3.81(2H,brs), 4.21(2H,brs), 4.34-4.43(2H,m), 4.97(1H,brs), 6.40(1H,brs), 7.30-7.50(1H,m)

According to the analysis of related databases, 956434-30-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2213675; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics