Month: February 2021

Related Products of 360-64-5, The chemical industry reduces the impact on the environment during synthesis 360-64-5, name is 2-(Trifluoromethyl)benzamide, I believe this compound will play a more active role in future production and life.

General procedure: Benzamides 2 (6 mmol) was dissolved in dry THF (20 mL) andthereto was added P2S5 (6 mmol) and heated at 65 C for 3 h, afterwhich the reaction mixture was cooled, poured in NaHCO3 (10%,100 mL), stirred for half an hour, then the resulting solid wasfiltered, dried and recrystallized from ethyl acetate to get compounds3.

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

Reference:
Article; Yan, Zhongzhong; Liu, Aiping; Huang, Mingzhi; Liu, Minhua; Pei, Hui; Huang, Lu; Yi, Haibo; Liu, Weidong; Hu, Aixi; European Journal of Medicinal Chemistry; vol. 149; (2018); p. 170 – 181;,
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. 456-64-4, name is 1,1,1-Trifluoro-N-phenylmethanesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1,1,1-Trifluoro-N-phenylmethanesulfonamide

6- (3-METHOXYPHENYL)-2- (2-MORPHOLIN-4-YL-2-OXOETHYL)-3-HYDROPYRIMIDIN-4-ONE 8 (leq) is dissolved in CH2CL2 in a round bottom flask, oven dried and kept under N2. Triethylamine is added (1.4 eq) followed by N-Phenyl trifluoromethanesulfonimide (1.2 eq) and DMAP (10 mol%). The reaction mixture is stirred at room temperature overnight. The solvent is evaporated under reduced pressure and the residue purified by chromatography on silicagel (ethyl acetate/hexanes 1: 5), obtaining the desired 6- (3-METHOXYPHENYL)-2- (2-MORPHOLIN-4-YL-2-OXOETHYL) pyrimidin-4-yl (trifluoromethyl) sulfonate 9.

According to the analysis of related databases, 456-64-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHIRON CORPORATION; WO2004/48365; (2004); A1;,
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. 147356-78-3, name is N-Methoxy-N-methylcyclopropanecarboxamide, This compound has unique chemical properties. The synthetic route is as follows., category: amides-buliding-blocks

Isopropylmagnesium chloride (2.0 M in THF, 2.0 mL, 3.97 mmol) was added to a solution of 2- bromo-7-fluoro-5-(l-methylpyrazol-4-yl)-6,7-dihydro-5H-pyrrolo[l,2-b][l,2,4]triazole (0.379 g, 1.32 mmol) and N-methoxy-N-methylcyclopropanecarboxamide (0.529 g, 3.97 mmol) in THF (13.2 mL) at 0C. After 5 min, the reaction was warmed to rt and stirred for an additional lh. Water was added and the reaction was diluted with isopropyl acetate. Brine was added and the aqueous layer was extracted with isopropyl acetate (4 x 50 mL). The combined organic layers were dried with sodium sulfate, concentrated and the crude residue was purified by prep SFC to afford arbitrarily assigned cyclopropyl((5S,7S)-7-fluoro-5-(l -methyl- lH-pyrazol-4-yl)-6,7-dihydro-5H-pyrrolo[ 1 ,2- b] [l ,2,4]triazol-2-yl)methanone (44.23 mg, 0.161 mmol, 12% yield). NMR (400 MHz, DMSO-d6) delta 7.80 (d, J = 0.8 Hz, 1H), 7.48 (d, J = 0.8 Hz, 1H), 6.21 (ddd, J= 56.4, 7.0, 2.4 Hz, 1H), 5.66 (ddd, J = 8.2, 6.0, 3.6 Hz, 1 H), 3.81 (s, 3H), 3.73 – 3.55 (m, 1H), 2.99 {XX, J = 7.5, 4.9 Hz, 1H), 2.80 (dddd, J = 26 A, 14.9, 3.7, 2.4 Hz, 1H), 1.14 – 0.95 (m, 4H). LCMS RT = 3.10 min, m/z = 276.1 [M + H]+. Prep SFC Information: Column: Whelko-01 5 muiotaeta, (150 x 21.2 mm), Mobile Phase: Carbon Dioxide (A) / 0.1 % Ammonium Hydroxide in Methanol (B), Elution Program Isocratic: 35% B Flow Rate: 70 mL/min, Column Temperature: 40 C, Wavelength: 220 nm.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 147356-78-3.

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;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 513-74-6,Some common heterocyclic compound, 513-74-6, name is Ammonium carbamodithioate, molecular formula is CH6N2S2, 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.

0.69g Ammonium dithiocarbamate were dissolved in 10ml MeOH and 1.47g 4-(2- bromoacetyl)-1-methylpyridinium bromide were added. After 2h at ambient temperature the mixture was refluxed. After cooling the precipitate was filtered, washed with MeOH and dried. Yield: 0.15g 1H-NMR (DMSO-d6) delta 4.32(s, 3H), 8.32(s, 1 H), 8.45(d,2H; J=6.9Hz), 9.08(d,2H; J=6.8Hz), 14.1 (br s, 1 H) 13C-NMR (DMSO-c/6) delta 47.3, 121.6, 122.5, 136.6, 141.3, 145.9, 190.2

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

Reference:
Patent; SANDOZ AG; KREMMINGER, Peter; STURM, Hubert; WO2013/34718; (2013); A1;,
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. 96-72-0, name is 2-Chloro-5-nitrobenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H5ClN2O4S

The compound 4 (14.15 g, 59.8 mmol) and 300 mL of methanol were placed into a flask and stirred at 50 C until dissolved completely and then 10% Pd/C (1.4 g) was added. The mixture was intensively stirred under H2 at 50 C and monitored with TLC. After 4 h, the reaction was complete, and the suspension was filtered. The resulting solution was evaporated to give the crude product. It was dissolved in 30 mL of 9 mol/L hydrochloric acid solution and filtered. The filtrate was alkalified with 10 mol/L sodium hydroxide solution to pH 7. The suspension was filtered to afford the compound 5 (10.27 g, 83% yield, m.p. 166-167 C). 1H NMR (400 MHz, DMSO-d6) delta (ppm): 7.969 (d, 1H, JH = 8.8 Hz, Ar-H), 8.017 (s, 2H, SO2NH2), 8.414-8.442 (m, 1H, Ar-H), 8.671-8.677 (m, 1H, Ar-H).

According to the analysis of related databases, 96-72-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Pan, Li; Jiang, Ying; Liu, Zhen; Liu, Xing-Hai; Liu, Zhuo; Wang, Gang; Li, Zheng-Ming; Wang, Di; European Journal of Medicinal Chemistry; vol. 50; (2012); p. 18 – 26;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 5349-24-6, 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. 5349-24-6 name is N-Butyl-2-chloroacetamide, 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: Triethylamine (0.3643 g, 3.6 mmol) was added to a solution of the appropriate alkylamine or substituted benzylamine 5a-l (3 mmol) in dichloromethane (7.5 mL), and the reaction mixture was stirred for 5 min at room temperature, then 2-chloroacetyl chloride (0.3857 g, 3.6 mmol) was added dropwise to this reaction mixture at 0 C and stirred for 15 min at room temperature. After completion of the reaction, the solvent was evaporated under reduced pressure to afford 6a-l. KI (0.5976 g, 3.6 mmol) and CTAB (98.40 mg, 7.5% mmol) were added to a solution of the crude product 6a-l in acetone (30 mL) and maintained stirring at reflux for 2 h to afford 7al. K2CO3 (0.2073 g, 3 mmol) was added to a solution of scopoletin (0.3843 g, 2 mmol) in acetone (30 mL), and the reaction mixture was stirred at refluxed for 30 min. Then crude intermediates 7a-l were added into the mixture and maintained reflux for 8-12 h (the reaction progress was monitored by TLC with UV detection). After cooling the reaction and filtration, the solvent was evaporated under reduced pressure, and the residue was dissolved in ethyl acetate, washed with saturation sodium bicarbonate, and saturation salt solution successively, dried over anhydrous sodium sulfate, evaporated under reduced pressure to give the target crude products. The crude products were purified by column chromatography using petroleum ether/ethyl acetate from 6:1 to 2:1 as the gradient eluent system to yield the products 26-37.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, N-Butyl-2-chloroacetamide, and friends who are interested can also refer to it.

Reference:
Article; Luo, Jinxiang; Lai, Ting; Guo, Tao; Chen, Fei; Zhang, Linli; Ding, Wei; Zhang, Yongqiang; Molecules; vol. 23; 5; (2018);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 4815-28-5,Some common heterocyclic compound, 4815-28-5, name is 2-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide, molecular formula is C9H12N2OS, 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.

General procedure: A solution of 2-aminothiophene derivatives 1a-c (0.01 mol) in 7.2 mL conc. HCl and 4 mL H2O was stirred and cooled in ice bath. Then, a solution of NaNO2 (0.690 g,0.01 mol) in 8 mL H2O was added dropwise for 10 min. The cold diazonium solution was added slowly to awell-stirred solution of 3-iminobutanenitrile (0.82 g, 0.01mol) or 1-phenyl-2-thiocyanatoethanone (1.78 g, 0.01mol), in ethanol (60 mL) containing sodium acetate (4 g, 0.05 mol). The reaction mixture was stirred for another3 h. The formed precipitate was filtered off, dried well, and recrystallized from ethanol/benzene to give 3a-c and 7

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide, its application will become more common.

Reference:
Article; Gouda, Moustafa A.; Eldien, Hadeer Fakhr; Girges, Margret M.; Berghot, Moged A.; Indian Journal of Heterocyclic Chemistry; vol. 28; 3; (2018); p. 401 – 405;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 141449-85-6, 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. 141449-85-6 name is tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate, 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.

A mixture of 29 (0.123 g; 0.27 mmol), 139 (0.063 g, 0.30 mmol), NaI (0.040g ; 0.27 mmol) and K2CO3 (0.045 g; 0.32 mmol) in dimethylacetamide (3 ml) was heated at [85C] under argon atmosphere for 3 hours. The crude mixture was evaporated and purified by flash chromatography eluting with a gradient [1-3%] of 3.5 N [NH3 IN MEOH/METHYLENE] chloride to give after trituration in ether/pentane Example 51 as a white solid. Yield: [78%] MS-ESI: 631 [[M+H] +] [1H NMR (CDC13)] : 1.31 (m, 6H); 1.45 (s, 9H); 1.50-1. 75 (m, 4H); 1.62 (s, 6H); 2.35 (s, 6H); 2.72 (m, 2H); 2.80 (m, 4H); 2.94 (m, 2H); 3.25 (br m, 2H); 3.55 (br m, 2H); 4.10-4. 20 (br m, 1H); 4.70-4. 80 (br m, 1H); 6.74 (s, 1H) ; 6.95 (s, 1H); 7.07 (s, 2H); 8.12 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/18480; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 1746-77-6, 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. 1746-77-6, name is Isopropyl carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of 1-4 (120 mg, 294 imol, 1 eq), isopropyl carbamate (45.5 mg, 441 imol, 1.5eq) and Cs2CO3 (287.3 mg, 881 .9 imol, 3 eq) in dioxane (3 mL) was added XantPhos (34.0 mg,58.8 imol, 0.20 eq) and Pd2(dba)3 (26.9 mg, 29.4 imol, 0.10 eq) under an Argon atmosphere. The mixture was heated to 90C and stirred for 4 hours. The mixture was quenched by addition of 1 M HOAc and purified by prep-HPLC (column: Boston pH-lex 150*25 bum; mobile phase: [water(0.225%FormicAcid)-acetonitrile]; B%: 33%-63%,10 mm followedby further purification on column: Phenomenex Gemini C18 250*50mm*10 um; mobile phase:[water (0.05% ammonia hydroxide v/v)-acetonitrile]; B%: 28%-58%,12 mm). Compound 168was obtained as a yellow solid. 1H NMR (400 MHz, Methanol-d4), O ppm, 8.64 (br d, J = 2.26Hz, 1 H), 8.61 (br d, J = 2.64 Hz, 1 H), 8.44 (br s, 1 H), 8.10 (dd, J = 6.71, 2.70 Hz, 1 H), 7.60 -7.67 (m, 1 H), 7.33 (dd, J = 10.92, 9.16 Hz, 1 H), 5.25-5.47 (m, 1 H), 5.01 (dt, J = 12.52, 6.23Hz, 1 H), 4.32-4.43 (m, 2 H), 4.07-4.19 (m, 2 H), 1.33 (d, J = 6.27 Hz, 6 H). Method 1: RT =2.88 mm.; M+H = 431.1.

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

Reference:
Patent; NOVARTIS AG; JIRICEK, Jan; LERARIO, Isabelle K.; LIANG, Fang; LIU, Xiaodong; MOLTENI, Valentina; NAGLE, Advait Suresh; NG, Shuyi Pearly; RATNIKOV, Maxim; SMITH, Jeffrey M.; XIE, Yongping; (167 pag.)WO2018/220531; (2018); A1;,
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. 103500-22-7, name is Benzyl (1-(hydroxymethyl)cyclopropyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C12H15NO3

Dissolve the previous product 1-4 (838.5mg, 4mmol) in 50ml of tetrahydrofuran,Cbz-1-aminocyclopropanemethanol (885 mg, 4 mmol) was added, triphenylphosphine (1.31 g, 5.0 mmol) was added, and diethyl azodicarboxylate (DEAD) (970.7 mg, 5.0 mmol) was added,The reaction was stirred at room temperature overnight, filtered, the filtrate was extracted with ethyl acetate, washed with water, and purified by column chromatography to obtain 500 mg of white solid product (1-6), MS: 413, yield: 30.3%.

According to the analysis of related databases, 103500-22-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chengdu Haichuang Pharmaceutical Co., Ltd.; Du Wu; Li Haibo; Lv Haibin; Li Xinghai; Chen Yuanwei; (14 pag.)CN110551065; (2019); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics