Amides-buliding-blocks

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. 141449-85-6, name is tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C11H20N2O2

A catalyst solution was prepared by mixing tris(dibenzylideneacetone)dipalladium (Pd2(dba)3; 35 mg, 0.038 mmol; Alfa) and racemic 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP; 61 mg, 0.098 mmol; Strem) in toluene (1 mL) and heating the mixture to 80 C. for 15 min. The solution was cooled, and then added to a mixture of 3-Boc-3,7-diazabicyclo[3.3.0]octane (483 mg, 2.28 mmol; see WO 0181347) and 2,7-dibromofluoren-9-one (336 mg, 0.994 mmol; Aldrich) in toluene (5 mL). Sodium tert-butoxide (276 mg, 2.87 mmol; Aldrich) was then added, and the reaction mixture was purged with nitrogen and heated to 80-85 C. overnight (16 h). After cooling to room temperature, the mixture was filtered through diatomaceous earth and purified by chromatography (80 g silica gel, 10-100% EtOAc-hexanes) to afford the title compound (322 mg, 0.537 mmol, 54% yield). MS (DCl/NH3): m/z 601 (M+1)+.

According to the analysis of related databases, 141449-85-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Schrimpf, Michael R.; Sippy, Kevin B.; Ji, Jianguo; Li, Tao; Frost, Jennifer M.; Briggs, Clark A.; Bunnelle, William H.; US2005/234031; (2005); A1;,
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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. 98-64-6, name is 4-Chlorobenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 98-64-6

General procedure: The toluene (2 mL) suspension of silica gel (200-300 mesh, 0.1 g), TfOH (7.7 mg, 0.05 mmol) and water (20 muL) was stirred in a test-tube at room temperature for 30 min. Then alkene (2 mmol or 4 mmol) and sulfonamide (1 mmol) were added to the suspension and the reaction mixture was stirred at 70 oC (or 85 oC). The course of the reaction was monitored by TLC. After the completion of the reaction, the mixture was cooled to room temperature and the reactor was centrifuged (2000 r/min) for 2 min and the solution was removed by syringe. The catalyst was then washed with toluene (1 mL) twice with the same procedure and a new reaction was carried out by adding the new batch of alkene (2 mmol), sulfonamide (1 mmol) and toluene (2 mL) to the recovered catalyst. The solution containing the product was purified through a silica gel flash column to afford the product.

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; Liu, Pei Nian; Xia, Fei; Zhao, Zheng Le; Wang, Qing Wei; Ren, Yu Jie; Tetrahedron Letters; vol. 52; 46; (2011); p. 6113 – 6117;,
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Electric Literature of 631-58-3, These common heterocyclic compound, 631-58-3, name is Propanethioamide, 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.

A mixture of propanethioamide (69 mg, 0.78 mmol) and (S)-tert-butyl 4-bromo-1-(4-nitrophenyl)-3-oxobutan-2-ylcarbamate, 7, (0.300 g, 0.77 mmol) in CH3CN (4 mL) is refluxed for 2 hours. The reaction mixture is cooledto room temperature and diethyl ether is added to precipitate the intermediate 2-(nitrophenyl)-(S)-1-(4-ethylthiazol-2-yl)ethylamine which is isolated by filtration as the hydrobromide salt. The hydrobromide salt is dissolved in DMF (8 mL)together with diisoproylethylamine (0.38 mL, 2.13 mmol), 1-hydroxybenzotriazole (107 mg, 0.71 mmol) and (S)-(2-methoxycarbonyl-amino)-3-phenylpropionic acid (175 mg, 0.78 mmol). The mixture is stirred at 0 C for 30 minutes thenat room temperature overnight. The reaction mixture is diluted with water and extracted with EtOAc. The combinedorganic phase is washed with 1 N aqueous HCl, 5 % aqueous NaHCO3, water and brine, and dried over Na2SO4. Thesolvent is removed in vacuo to afford 0.300g (81% yield) of the desired product which is used without further purification.LC/MS ESI+MS 483 (M+1).

Statistics shows that Propanethioamide is playing an increasingly important role. we look forward to future research findings about 631-58-3.

Reference:
Patent; Aerpio Therapeutics, Inc.; PETERS, Kevin, G.; SHALWITZ, Robert; (176 pag.)EP2624916; (2018); B1;,
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Related Products of 2895-21-8,Some common heterocyclic compound, 2895-21-8, name is N-Isopropyl-2-chloroacetamide, molecular formula is C5H10ClNO, 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: The reaction mixture of N-substituted-2-chloroacetamide 2 (5.0 mmol, 1.0 equiv), crude product of 2-bromo-4-(substituted methyl)phenol 7 (5.0mmol, 1.0 equiv) and K2CO3 (7.5 mmol, 1.0 equiv) in MeCN (40 mL) was refluxed and monitored by TLC. When the reaction was accomplished, the solvents were removed under vacuum. To the obtained residue, water (50 mL)was added. The mixture was then extracted by ethyl acetate (3 x 50 mL), and the combined organic layers were dried over MgSO4. Removal the MgSO4 and evaporation of the solvent at reduced pressure gave the crude product. The pure product 8 was obtained by column chromatography on silica gel (elute: ethyl acetate: petroleum = 1: 4).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route N-Isopropyl-2-chloroacetamide, its application will become more common.

Reference:
Article; Xia, Shuai; Liu, Ji-Qiang; Wang, Xiu-Hua; Tian, Ye; Wang, Yu; Wang, Jing-Huan; Fang, Liang; Zuo, Hua; Bioorganic and Medicinal Chemistry Letters; vol. 24; 6; (2014); p. 1479 – 1483;,
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Reference of 174799-52-1, 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. 174799-52-1, name is tert-Butyl (2-(benzylamino)ethyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of tert-butyl 2-(benzylamino)ethylcarbamate (2.8 g, 11.2 mmol) and 37% aqueous CH2O (1.0 mL, 11.2 mmol) in 1,2-dicholoroethane (35 mL) at RT was added NaHB(AcO)3 (3.7 g, 11.2 mmol). The mixture was stirred (RT, 16 h), diluted with saturated aqueous NaHCO3 (400 ml) and extracted with EA (3*300 ml). The organic layer was dried over MgSO4 and concentrated under reduced pressure to afford tert-butyl 2-(benzyl(methyl)amino)ethylcarbamate (1.38 g, 46.8%). 1H-NMR (CDCl3): delta7.25 (m, 5H, CH), 3.5 (s, 2H, CH2), 3.3 (m, 2H, CH2), 2.48 (m, 2H, CH2), 2.2 (s, 3H, CH3), 1.4 (s, 9H, CH3).

The synthetic route of tert-Butyl (2-(benzylamino)ethyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Milne, Jill C.; Jirousek, Michael R.; Bemis, Jean E.; Smith, Jesse J.; US2010/41748; (2010); A1;,
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4943-86-6, name is 2-Amino-N-(4-chlorophenyl)benzamide, 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. COA of Formula: C13H11ClN2O

General procedure: A mixture of 4-methoxybenzyl alcohol (0.138 g, 1 mmol), I2 (0.254 g, 1 mmol), K2CO3(0.138 g, 1 mmol), isatoic anhydride (0.163 g, 1 mmol) and aniline (0.093 g,1 mmol) in water (5 mL) was stirred for 3 h at reflux. After reaction completion,the mixture was cooled to room temperature and stirred for 1 h. The resultingprecipitate was filtered, washed with water (3 3 mL), and purified by recrystallization from ethanol to give 4a as a white solid.

The synthetic route of 4943-86-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Azimi, Seyedeh Bahareh; Azizian, Javad; Tetrahedron Letters; vol. 57; 2; (2016); p. 181 – 184;,
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Adding a certain compound to certain chemical reactions, such as: 142-26-7, name is N-Acetylethanolamine, 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 142-26-7, HPLC of Formula: C4H9NO2

A mixture of the compound 37 (120 mg, 0.328 mmol), N-(2-hydroxyethyl)acetamide (50.8 mg, 0.493 mmol), N-methylmorpholine (99.7 mg, 0.985 mmol), HOBT (66.6 mg, 0.493 mmol) and DMF (5 mL) was added with EDCI in an ice-water bath, and then stirred overnight at room temperature. The reaction solution was added with water (20 mL), and extracted with ethyl acetate (15 mL¡Á3). The combined organic phase was then washed with water (15 mL) once more. After the solvent was removed by means of reduced pressure distillation, the product was purified by using a silica column (200 to 300 mesh silica gel, ethyl acetate for elution), to obtain 2-(3-cyano-4-isopropylthiophenyl)-4-methyl-selenazole-5-carboxylic acid-(2-N-acetyl)ethyl ester (79). 1H NMR (DMSO-d6, 400 MHz) delta 8.39 (d, J=2.0 Hz, 1H), 8.22-8.19 (m, 1H), 8.07-8.04 (m, 1H), 7.72 (dd, J=4.0, 8.4 Hz, 1H), 4.24 (t, J=5.2 Hz, 2H), 3.89-3.82 (m, 1H), 3.41-3.29 (m, 2H), 2.68 (s, 3H), 1.87 (s, 3H), 1.37-1.36 (m, 6H). MS (EI, m/z): 449.9 [M-H]-.

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, N-Acetylethanolamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Atom Bioscience and Pharmaceutical Co. Ltd.; SHI, Dongfang; FU, Changjin; WU, Jie; LIU, Jun; EP2927219; (2015); A1;,
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Some common heterocyclic compound, 141449-85-6, name is tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate, molecular formula is C11H20N2O2, 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. Recommanded Product: 141449-85-6

Example 90A 5-(6-Chloro-pyridazin-3-yl)-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic Acid tert-butyl Ester The product of Example 6c (1.5 g, 7.1 mmol) was dissolved in 1,4-dioxane (35 mL). 3,6-Dichloropyridazine (Aldrich, 1.37 g, 9.2 mmol), tris(dibenzylideneacetone)dipalladium (0) (Pd2(dba)3, Strem, 0.28 g, 0.31 mmol), 1,3-bis(2,6-di-1-propylphenyl)imidazolium chloride (Strem, 0.38 g, 0.90 mmol), and Cs2CO3 (6.97 g, 21.2 mmol) were added and the mixture was stirred at 85 C. for 18 h, then cooled to room temperature, filtered and concentrated under vacuum. The residue was triturated with 80% EtOAc-hexanes (50 mL) and the resulting solid was filtered and dried under vacuum to give 0.81 g of the title compound (2.5 mmol, 35% yield). MS (DCl/NH3) m/z 325 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 141449-85-6, its application will become more common.

Reference:
Patent; Basha, Anwer; Bunnelle, William H.; Dart, Michael J.; Gallagher, Megan E.; Ji, Jianguo; Li, Tao; Pace, Jennifer M.; Ryther, Keith B.; Tietje, Karin R.; Mortell, Kathleen H.; Nersesian, Diana L.; Schrimpf, Michael R.; US2005/101602; (2005); A1;,
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Reference of 121-30-2,Some common heterocyclic compound, 121-30-2, name is 4-Amino-6-chlorobenzene-1,3-disulfonamide, molecular formula is C6H8ClN3O4S2, 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 kg of 4-amino-6-chloro-1,3-benzenedisulfonamide was mixed with 10 kg of purified water, stirred and heated to 80 C, and 0.5 kg of formaldehyde was added dropwise, and the addition was completed in about two hours. And reacted at 100 C for 0.5 hour. Cooling to 15 , adding 0.3 kg of sodium hydroxide, 0.07 kg of medicinal charcoal, 60 C stirring for 30 minutes, insulation filter. The filtrate stirring to adjust the pH value of 5.5, cooling down to 20 below the centrifugal dehydration, and with a small amount of purified water leaching, drying wet boutique. After drying crushed and packaged, the product of hydrochlorothiazide.The product was white crystalline powder and was detected by high performance liquid chromatography, which was consistent with the retention time of the main peak of the hydrochlorothiazide standard. The UV spectrum was detected at 273nm and 323nm, and the absorbance at the wavelength of 273nm was the same as that at 323nm The absorbance ratio was 5.7; consistent with the infrared absorption profile of the hydrochlorothiazide standard.The residual methanol in the product does not exceed 0.3%, the ethanol does not exceed 0.5%, the weight loss is not more than 0.5%, the ignition residue does not exceed 0.1%, the pH, chloride, heavy metal and microbial limit are in accordance with the provisions of the Chinese Pharmacopoeia 2010 edition The Calculated according to dry goods, C7H8ClN3O4S2 content of 99.2%.

The synthetic route of 121-30-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anyang Jiuzhou pharmaceutical Co., Ltd; Cao, Junhua; (4 pag.)CN103396381; (2016); B;,
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Reference of 758-96-3, A common heterocyclic compound, 758-96-3, name is N,N-Dimethylpropionamide, molecular formula is C5H11NO, 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.

Step alb: compound A5 (3-(3-methoxyphenyl)-N,N,2-trimethyl-3-oxopropanamide)To 2,2,6,6-tetramethylpiperidine (17.5 g, 125 mmol) in 50 ml dry THF were added dropwise 72 ml (115 mmol) of a n-buthyllithium solution in n-hexane (1.6 M) at -30C. After 30 minutes of stirring, 5.0 g (50 mmol) Nu,Nu-dimethylpropionamide (A1) (dissolved in 50 mL dry THF) were added and the mixture was cooled to -70C and stirred for 1 h at this temperature. 22.5 g (125 mmol) ethyl-3-methoxybenzoate (dissolved in 30 mL dry THF) were slowly added dropwise and the resulting mixture was stirred for another 2 h at -70C. After the mixture had been allowed to warm to RT, it was hydrolyzed by employing a diluted aqueous solution of HCI (36 mL). The mixture was then washed with diethyl ether several times. The combined organic layers were dried over MgS04. The organic solvents were evaporated under reduced pressure and the remaining residue was dried in vacuo. CC (eluent: n-hexane/ethyl acetate (1 :4)) yielded 6.5 g (55%) of A5 in form of a colorless oil.

The synthetic route of 758-96-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; BUSCHMANN, Helmut, Heinrich; HOLENZ, Joerg; WO2011/157390; (2011); A2;,
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