Author: tianli

Adding a certain compound to certain chemical reactions, such as: 118753-70-1, name is tert-Butyl bis(2-chloroethyl)carbamate, 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 118753-70-1, 118753-70-1

To a stirred solution of 2-(4-fluorophenyl)acetonitrile (3.2 g, 23.7 mmol) and ie/ -butyl bis(2-chloroethyl)carbamate (DM, 6.69 g, 23.7 mmol) in DMF (40 mL), NaH (60percent, 2.8 g, 71.1 mmol) was added and the reaction mixture was stirred at 60C for 16 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was quenched using water and extracted with EtOAc. The combined organic layer was washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using 10percent EtOAc/hexane to afford compound DN (4.2 g, 58percent) as a thick oil.

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 bis(2-chloroethyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VPS-3, INC.; YATES, Christopher, M.; (397 pag.)WO2018/165520; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

7462-74-0, 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. 7462-74-0, name is 2-Bromo-2-methylpropanamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 5 (R)-2-(3-N,N-Dibenzylamino-3,4-dihydro-2H-1-benzopyran-5-yloxy)-2-methylpropanamide (R)-3-N,N-Dibenzylamino-5-hydroxy-3,4-dihydro-2H-1-benzopyran (35.4 g, 100 mmol) was dissolved in anhydrous 1,4-dioxane (350 mL) under nitrogen. A dispersion of sodium hydride (60-65% in oil, 5.33 g, 130 mmol) was added in portions. The mixture was stirred for 2 h at room temperature. 2-Bromo-2-methylpropanamide (17.9 g, 110 mmol; described in Coutts, I. G. C.; Southcott, M. R. J. Chem. Soc. Perkin Trans. 1 1990, 767-771) was added to the dark greenish solution and was heated at reflux with stirring for 3 h. After cooling, a small amount of water was added, the solution was decanted, and the solvent was removed in vacuo. The residue was partitioned between ethyl acetate (350 mL) and a saturated NaHCO3 solution (50 mL). The organic layer was dried (MgSO4), and the solvent was removed in vacuo to give a brownish residue which was chromatographed on a short column of silica gel (eluent: hexane/ethyl acetate; 55:45) affording 27.6 g (64% yield) of the title compound as a white solid: mp 132-134 C.; [alpha]22D-92 (c 1.0, chloroform); EIMS (70 eV) m/z (relative intensity) 430 (6, M+).

The synthetic route of 7462-74-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Astrazeneca AB; US6479497; (2002); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 16066-84-5, name is tert-Butyl methylcarbamate, 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. 16066-84-5

To a stirred suspension of 6-iodo-3 -((8-methoxy-2-(6-methoxypyridin-3 -yl)-2,3dihydrobenzo[b] [1 ,4]dioxin-6-yl)methyl)-3H-imidazo[4, 5-b]pyridine (0.20 g, 0.38 mmol, Example 1-52-9) in 1,4-dioxane (5 mL) was added tert-butyl-N-methylcarbamate (0.10 g,0.75 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.018 g, 0.019 mmol), 4,5- bi s(diphenylphosphino)-9, 9-dimethylxanthene (0.044 g, 0.075 mmol) and cesium carbonate (0.18 g, 0.57 mmol). The mixture was degassed under vacuum/backfilled with nitrogen (x3). The mixture was then heated to 115 C. After 18 h, the mixture was allowed to cool to room temperature and was concentrated. Chromatographic purification of the crude product(Biotage, 12 g silica gel column, ethyl acetate/heptane elute) provided semi-pure material. This material was dissolved in dichloromethane (10 mL) and was treated with trifluoroacetic acid (6 mL). The mixture was allowed to stir at room temperature. After 15 mm, the mixture was concentrated. The residue was dissolved in methanol and was neutralized by the addition of solid potassium carbonate. The mixture was filtered and concentrated.Chromatographic purification of the crude product (Biotage, 12 g silica gel column, 0-8% methanol/ethyl acetate elute) provided 0.020 g (12%) of 3-((8-methoxy-2-(6- methoxypyridin-3 -yl)-2,3 -dihydrobenzo[b] [1 ,4]dioxin-6-yl)methyl)-N-methyl-3H- imidazo[4,5-b]pyridin-6-amine as a light yellow solid: ?H NIVIR (400 IVIFIz, CDC13) 8.22 – 8.18 (m, 1H), 7.95 (d, J= 2.5 Hz, 1H), 7.92 (s, 1H), 7.61 (dd, J= 8.6, 2.5 Hz, 1H), 7.28 (d, J= 2.5 Hz, 1H), 6.77 (dd, J= 8.5, 0.7 Hz, 1H), 6.54 – 6.48 (m, 2H), 5.30 (s, 2H), 5.09 (dd, J8.4, 2.5 Hz, 1H), 4.29 (dd, J= 11.6, 2.5 Hz, 1H), 4.06 (dd, J= 11.6, 8.4 Hz, 1H), 3.93 (s, 3H), 3.79 (s, 3H), 2.91 (s, 3H) ppm; (M+1) = 434.

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 16066-84-5.

Reference:
Patent; GENZYME CORPORATION; KANE, John, L., Jr.; BARBERIS, Claude; CZEKAJ, Mark; ERDMAN, Paul; GIESE, Barret; KOTHE, Michael; LE, Tieu-binh; LIU, Jinyu; MA, Liang; METZ, Markus; PATEL, Vinod; SCHOLTE, Andrew; SHUM, Patrick; WEI, Limli; (408 pag.)WO2017/15267; (2017); A1;,
Amide – Wikipedia,
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7341-96-0, The chemical industry reduces the impact on the environment during synthesis 7341-96-0, name is Propiolamide, I believe this compound will play a more active role in future production and life.

N-Chlorosuccinimide (624 mg, 4.7 mmol) was added in portions to a solution of 4- bromomethyl-benzaldehyde oxime (which may be prepared as described in Charrier, J.-D. et al. WO2011/143426 p 77; 1 g, 4.7 mmol) in DMF (9 mL) at room temperature. The reaction mixture was stirred for 2 h under argon. The mixture was poured into ice-water and this was extracted with Et2O (3 x 50 mL). The combined organic layers were washed with brine, dried (Na2SO4) and evaporated to give a solid (1.4 g). The solid was dissolved in 50% aqueous tert-butanol (20 mL) in a flask that was open to the air. Propiolamide (which may be prepared as described in Matsumoto, T. et al. US 7,851,473 Column 128; 323 mg, 4.7 mmol) was added, followed by 1 M sodium ascorbate (0.47 mL, 0.47 mmol) and 0.1 M copper(II) sulfate (2.34 mL, 0.23 mmol). KHCO3 (1.87 g, 18.7 mmol) was added in portions and the reaction mixture was stirred at room temperature for 3 h. H2O (25 mL) was added and the mixture was extracted with 85: 15 CHCl3/CH3OH (3 x 100 mL). The combined organic layers were washed with brine, dried (Na2S04), filtered, evaporated, and purified by chromatography (16-20% acetone/CH2Cl2) to give 3-(4-bromomethyl- phenyl)-isoxazole-5-carboxylic acid amide (156 mg, 12%). Purification of mixed fractions by chromatography (16-20% acetone/CH2Cl2) provided a further 40 mg (3%) of 3-(4- bromomethyl-phenyl)-isoxazole-5-carboxylic acid amide.

The chemical industry reduces the impact on the environment during synthesis Propiolamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; ERICKSON, Shawn, David; GILLESPIE, Paul; MERTZ, Eric; WO2014/86704; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

112101-81-2, A common compound: 112101-81-2, name is R-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

7.0 g of recrystallised (-)-(R)-5-(2-(2-(2-ethoxyphenoxy) ethylamino)-1-propyl)-2- methoxybenzenesulphonamide hydrochloride (TH) from Example 3 is recrystallised from mixtures of methanol and ethanol. Analysis : Methanol to HPLC-composition of Quantity Yield HPLC-composition of ethanol the starting raw of solvent the product* ratio material* used 100 : 0 TH 95. 84 % 90 ml 5. 44 g TH 97. 77 % impurity (2) 0. 09 % (77. 7%) impurity (2) 0. 0 % impurity (3) 0. 0 % impurity (3) 0. 0 % impurity (4) 0. 24 % impurity (4) 0. 04 % impurity (5) 0. 05 % impurity (5) 0. 0 % impurity (6) 3. 73 % impurity (_) 2. 19 % 90 : 10 TH 95. 5 % 110 ml 5. 64 g TH 97. 53 % impurity (2) 0. 12 % (80. 6%) impurity (2) 0. 12 % impurity (3) 0. 0 % impurity (3) 0. 0 % impurity (4) 0. 31 % impurity (4) 0. 06 % impurity (2 0. 08 % impurity (5) 0. 00 % impurity (6) 3. 94 % impurity (6) 2. 41 % 70 : 30 TH 95. 9 % 160 ml 5. 70 g TH 99. 89 % impurity (2) 0. 12 % (81. 4%) impurity (2) 0. 0 % impurity (3) 0. 0 % impurity (3) 0. 0 % impurity 0. 31 % impurity (4) 0. 05 % impurity (5) 0. 08 % impurity (5) 0. 0 % impurity (6) 3. 49 % impurity (6) 0. 0 % 50 : 50 TH 99. 27 % 230 ml 5. 95g TH 99. 85 % impurity (2) 0. 15 % (85. 0%) impurity (2) 0. 0 % impurity (3) 0. 0 % impurity (3) 0. 0 % impurity (4) 0. 32 % impurity (4) 0. 06 % impurity (5) 0. 08 % impurity (5) 0. 0 % impurity (6) 0. 0% impurity 0. 0% 30 : 70 TH 99. 28 % 340ml 5. 98 g TH 99. 81 % impurity (2) 0. 17 % (85. 4%) impurity (2) 0. 02 % impurity (3) 0. 0 % impurity (3) 0. 0 % impurity (4) 0. 32 % impurity (4) 0. 08 % impurity (5) 0. 10 % impurity (5) 0. 0 % impurity (6) 0. 0 % impurity (6) 0. 0 % * impurity (2) = 5-((R)-2-amino-1-propyl)-2-methoxybenzenesulphonamide impurity (3) = 2-(2-ethoxyphenoxy) ethylbromide impurity N- (2- (2-ethoxyphenoxy) ethyl)-5- (2- (2- (2-ethoxyphenoxy) ethyl) amino)-1-propyl)-2-methoxybenzenesulphonamide impurity (5) = 5-(2-(bis-(2-(2-ethoxyphenoxy) ethyl) amino)-1-propyl)-2-methoxybenzenesulphonamide impurity (6) = 1,2-bis (2-ethoxyphenoxy) ethane (6)

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, R-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LEK PHARMACEUTICALS D.D.; WO2005/63702; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

A common compound: 16982-21-1, name is Ethyl 2-amino-2-thioxoacetate, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 16982-21-1

N,6-dimethylnicotinohydrazide (23a, 0.1 g, 0.61 mmol) and ethyl 2-amino-2-thioxoacetate (0.089 g, 0.67 mmol) in toluene (0.5 mL) and acetic acid (0.05 mL) were stirred at 90 C for 10 hours. The reaction mixture was purified by preparative HPLC using a Gemini NX reverse-phase column (C-18, 5 microns silica, 30 mm diameter, 150 mm length, flow rate of 60 ml / minute) using an isocratic mixture of 17% acetonitrile in water (containing ammonium carbonate (2 g / L). The fractions containing the desired compound were evaporated to dryness to afford ethyl 1-methyl-5-(6-methylpyridin-3-yl)-1H-1,2,4-triazole-3-carboxylate (34a, 0.083 g, 55%) as a yellow crystalline solid: 1H NMR (500 MHz, DMSO-d6) delta 8.87 (d, J = 1.9 Hz, 1H), 8.13 (dd, J = 1.9, 8.1 Hz, 1H), 7.49 (d, J = 8.1 Hz, 1H), 4.36 (q, J = 7.1 Hz, 2H), 4.06 (s, 3H), 2.58 (s, 3H), 1.33 (t, J = 7.1 Hz, 3H); 13C NMR (126 MHz, DMSO-d6) delta (ppm) 161.34, 158.91, 156.03, 151.34, 150.14, 136.39, 124.11, 118.93, 63.45, 37.12, 24.34, 14.38; HRMS, ESI+ m/z, (M+H)+ calculated for C12H14N4O2 257.10330; found, 247.11879 (tR = 1.20 min., purity = 100%).

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, 16982-21-1, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Degorce, Sebastien; Delouvrie, Benedicte; Davey, Paul R.J.; Didelot, Myriam; Germain, Herve; Harris, Craig S.; Brempt, Christine Lambert-Van Der; Lebraud, Honorine; Ouvry, Gilles; Tetrahedron Letters; vol. 53; 45; (2012); p. 6078 – 6082;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

78888-18-3, 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. 78888-18-3, name is tert-Butyl allylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of N-tert-butoxycarbonyl prop-2-enylamine 2A(20 g, 127.39 mmoL) was dissolved in Nu, Nu-dimethylformamide (100 mL), sodium sulphate(7.6 g, 60 / , 191.08 mmoL) was treated with n-hexane and then added with N, N-dimethylformamide (400 mL) and added dropwise to the reaction solution at 0 C under nitrogen C for 30 minutes, and the reaction was continued at room temperature for 20 minutes.A mixture of proparagyl bromide (30.3 g, 245.78 mmoL) was added dropwise to the ice bath and the mixture was stirred at 0 C for 30 minutes. The reaction solution was slowly added to crushed ice to deal with excess sodium hydride, extracted with ethyl acetate (100 mL chi3), the organic phases were combined and washed with saturated brine (100 mL x 3), dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated under reduced pressure The The residue was purified by silica gel column chromatography (petroleum ether / ethyl acetate (nu / nu) = 100: 1 to 50: 1) to give yellow liquid 2B (21 g, yield 85%).

The synthetic route of 78888-18-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SICHUAN HAISCO PHARMACEUTICAL CO., LTD; FAN, JIANG; FENG, JIAN-CHUAN; PENG, FEI; CHEN, QING-PING; (89 pag.)TW2017/8224; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

57561-39-4, These common heterocyclic compound, 57561-39-4, name is tert-Butyl (2-hydroxyethyl)(methyl)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.

2-(Boc-methyl-amino)-ethanol (0.19 g, 1 mmol) was dissolved in 4 mL of dichloromethane, and added with Dess-Martin periodinane (0.64 g, 1.5 mmol), and stirred at room temperature for 1 hour. 3 mL of a saturated sodium thiosulfate solution and 5 mL of a saturated sodium bicarbonate solution were added to the reaction mixture, and the mixture was stirred until clarified. Then, it was extracted with 20 mL of dichloromethane, and the dichloromethane layer was concentrated under reduced pressure. The residues were dissolved in 5 mL of acetic acid, and added with ethyl 5-bromo-3-amino-2-methyl-benzoate 1c (0.26 g, 1 mmol). The sodium borohydride (0.22 g, 6 mmol) was added portionwise and then stirred at room temperature for 0.5 hour. The reaction solution was added with water and ethyl acetate. The ethyl acetate layer was washed with aqueous solution of sodium hydroxide. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residues were purified by column chromatography (eluent: petroleum ether:ethyl acetate 30:1 to 3:1) to give 0.3 g of title product.

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 57561-39-4.

Reference:
Patent; ANCUREALL PHARMACEUTICAL (SHANGHAI) CO., LTD.; Si, Jutong; Wang, Guan; Jiang, Meifeng; YANG, Zhihe; Zhou, Chentao; (118 pag.)US2019/345139; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 22227-26-5, name is 3,5-Bis(trifluoromethyl)benzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 22227-26-5

General procedure: Benzamide (476 mg, 3.9 mmol) and benzaldehyde(203 mL, 2 mmol) were dissolved in dry DMF (8 mL).TMSCl (507 mL, 4mmol) was added as a catalyst and wasstirred at 50 ¡ãC for 18 h under nitrogen. Awhite precipitatewas formed with the addition of a few drops of water andwas purified by stirring with diethyl ether for 30 min. Theproduct was isolated using vacuum filtration. Yield 31percent

The synthetic route of 22227-26-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Clarke, Harriet J.; Van Rossom, Wim; Horton, Peter N.; Light, Mark E.; Gale, Philip A.; Supramolecular Chemistry; vol. 28; 1-2; (2016); p. 10 – 17;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

354-38-1, 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. 354-38-1, name is 2,2,2-Trifluoroacetamide, This compound has unique chemical properties. The synthetic route is as follows.

Prepared from Intermediate 5 by a method analogous to that reported by Bolm et ah, Organic Letters, 2004, 6(8), 1305-1307, using trifluoroacetamide and (diacetoxy- iodo)benzene in the presence of dirhodium tetraacetate. 5H (500 MHz, CDCI3) 8.79 (d, J 1.4 Hz, IH), 8.22-8.19 (m, IH), 8.18 (dd, J8.4, 2.0 Hz, IH), 3.56 (s, 3H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; UCB BIOPHARMA SPRL; CHOVATIA, Prafulkumar Tulshibhai; HUTCHINGS, Martin Clive; KROEPLIEN, Boris; REUBERSON, James Thomas; (102 pag.)WO2016/198401; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics