Category: 202207-79-2

Electric Literature of 202207-79-2, 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. 202207-79-2, name is 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3-Chloro-5- { [2-oxo- 1 -( lH-pyrazolo[3 .4-&]pyridin-3-ylmethyl)-4-(trifluoromethyl)-l,2-dihydropyridin-3-yl)oxy}benzonitrile_(6.0 g, 13.46 mmol) was stirred in DMA (140 mL) until dissolved and then cooled over ice bath for 10 minutes. This solution was treated with diisopropylethylamme (4.70 mL, 26.9 mmol) and then 4-nitrophenyl chloroformate (3.26 g, 16.15 mmol) portionwise over 5 minutes. This mixture was allowed to warm to room temperature and then stirred for 30 minutes. Formation of the intermediate carbamate was monitored by queching a small aliquot of the reaction mixture with dimethylamine and monitoring by LC-MS. The reaction mixture was then recooled over an ice bath and the cooled mixture was treated with a solution of 2-[(/er/-butoxycarbonyl)amino]-N-methylethanaminium chloride (3.40 g, 16.15 mmol) and diisopropylethylamme (2.5 mL, 14.3 mmol) in DMA (35 mL). Upon completion of addition, the cooling bath was removed and the mixture stirred for 1 hour at room temperature. This mixture was partitioned between ethyl acetate (1000 mL and 500 mL) and water (500 mL). The combined extracts were further washed with water (3x 00 mL), dried over MgS04, filtered and the solvent removed by evaporation in vacuo. This residue was pre- absorbed onto silica gel (35 g) using ethyl acetate and purified by silica gel (330 g)chromatography eluting with 0-100% ethyl acetate in hexanes. The desired fractions were combined and then solvent was removed by evaporation in vacuo. The resulting residue was further purified by re-crystallizing from ethyl acetate (75 mL) to give the title compound as a white solid. lH NMR (CDCI3) delta-8.68 (d, 1H), 8.26 (d, 1H, J = 7 Hz), 7.72 (d, 1H), 7.39 (dd, 1H, J=1.5Hz), 7.30 (dd, 1H5 3=4.6 and 8Hz), 7.16 (dd, 1H, J=2Hz), 7.02 (dd, 1H, J=1.3 and 2.3 Hz), 6.46 (d, 1H, J=7 Hz), 5.18 (bs t, 1H), 5.50 (s, 2H), 3.7 (br, 2H), 3.52 (br, 2H), 3.17 (s, 3H) and 1.44 (s, 9H) ppm. LRMS (M+l): 646.1

The synthetic route of 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; JOLLY, Samson, M.; ANTHONY, Neville; GOMEZ, Robert; DUBOST, David, C.; WOODWARD, Rick, G.; WO2011/126969; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 202207-79-2,Some common heterocyclic compound, 202207-79-2, name is 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride, molecular formula is C8H19ClN2O2, 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 1: tert-Butyl 2-(1-benzyl-3-(4-chlorophenyl)-N,4-dimethyl-5-(trifluoromethyl)-1H-pyrrole-carboxamido)ethylcarbamate ACI-03 (500 mg, 1.27 mmol) and tert-butyl 2-(methylamino)ethylcarbamate HCl (401 mg, 1.905 mmol) were dissolved in DME (2 mL) and BOP-CI (679 mg, 2.67 mmol) and DIPEA (0.929 mL, 5.33 mmol) were added. The reaction mixture was stirred at 60 C. for 1.5 h and then cooled to room temperature. Saturated aqueous NaHCO3 and EtOAc were added. The aqueous layer was extracted with EtOAc, the organic layers were combined, dried (Na2SO4) and evaporated. The product was purified by flash column chromatography (silica, gradient heptane/EtOAc, 1:0?3:1) to afford 587 mg (84%) of the desired product.

The synthetic route of 202207-79-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHUNK, Stefan; REICH, Melanie; STEINHAGEN, Henning; DAMANN, Nils; HAURAND, Michael; KLESS, Achim; SKONE, Philip; HAMLYN, Richard; KIRBY, Robert; ROGERS, Marc; SUTTON, Kathy; US2014/66426; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 202207-79-2,Some common heterocyclic compound, 202207-79-2, name is 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride, molecular formula is C8H19ClN2O2, 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 1: tert-Butyl 2-(1-benzyl-3-(4-chlorophenyl)-N,4-dimethyl-5-(trifluoromethyl)-1H-pyrrole-carboxamido)ethylcarbamate ACI-03 (500 mg, 1.27 mmol) and tert-butyl 2-(methylamino)ethylcarbamate HCl (401 mg, 1.905 mmol) were dissolved in DME (2 mL) and BOP-CI (679 mg, 2.67 mmol) and DIPEA (0.929 mL, 5.33 mmol) were added. The reaction mixture was stirred at 60 C. for 1.5 h and then cooled to room temperature. Saturated aqueous NaHCO3 and EtOAc were added. The aqueous layer was extracted with EtOAc, the organic layers were combined, dried (Na2SO4) and evaporated. The product was purified by flash column chromatography (silica, gradient heptane/EtOAc, 1:0?3:1) to afford 587 mg (84%) of the desired product.

The synthetic route of 202207-79-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHUNK, Stefan; REICH, Melanie; STEINHAGEN, Henning; DAMANN, Nils; HAURAND, Michael; KLESS, Achim; SKONE, Philip; HAMLYN, Richard; KIRBY, Robert; ROGERS, Marc; SUTTON, Kathy; US2014/66426; (2014); 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. 202207-79-2, name is 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H19ClN2O2

Reference Example 1 Synthesis of benzyl 4-((2-((tert-butoxycarbonyl)amino)ethyl)(methyl)amino)piperidine-1-carboxylate (0330) (0331) tert-Butyl (2-(methylamino)ethyl)carbamate hydrochloride (0.564 g, 2.68 mmol) and sodium triacetoxyborohydride (0.681 g, 3.22 mmol) were added to a solution of benzyl 4-oxopiperidine-1-carboxylate (0.500 g, 2.14 mmol) in dichloromethane (3.0 mL) at 0 C., and the resulting mixture was stirred at room temperature for 16 hours. The reaction liquid was cooled to 0 C. A saturated aqueous solution of sodium hydrogencarbonate was added to the reaction liquid, and the resulting mixture was extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography (silica gel, hexane/ethyl acetate) to obtain benzyl 4-((2-((tert-butoxycarbonyl)amino)ethyl)(methyl)amino)piperidine-1-carboxylate (0.590 g, 1.51 mmol, 70%) as a white solid. (0332) 1H-NMR (400 MHz, CDCl3) delta: 1.38-1.46 (11H, m), 1.67-1.76 (2H, m), 2.22 (3H, s), 2.47-2.55 (3H, m), 2.64-2.82 (2H, m), 3.12-3.21 (2H, m), 4.16-4.32 (2H, m), 4.90-5.00 (1H, m), 5.12 (2H, s), 7.30-7.37 (5H, m). (0333) ESI-MS: m/z=392 (M+H)+.

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 202207-79-2.

Reference:
Patent; Toray Industries, Inc.; MORITA, Yasuhiro; IZUMIMOTO, Naoki; ISEKI, Katsuhiko; IWANO, Shunsuke; UDAGAWA, Shuji; MIYOSHI, Tomoya; OSADA, Yuji; KOREEDA, Tetsuro; MURAKAMI, Masanori; SHIRAKI, Motohiro; TAKAHASHI, Kei; OSHIDA, Keiyu; (91 pag.)US2016/194302; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

202207-79-2, name is 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride, 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: 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride

A solution of tert-butyl [2-(methylamino)ethyl]carbamate hydrochloride (0.30 g, 0.0014 mol), 2-chloropyridine (160 mg, 0.0014 mol), and triethylamine (300 muL, 0.0021 mol) in acetonitrile (5 mL) was heated at 90 C. overnight. The mixture was diluted with methanol, and purified by RP-HPLC (pH=10) to afford the desired product. Analytical LCMS: (M+H)+=252.1

The synthetic route of 202207-79-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; US2008/39457; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 202207-79-2, 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. 202207-79-2, name is 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

3-Chloro-5- { [2-oxo- 1 -( lH-pyrazolo[3 .4-&]pyridin-3-ylmethyl)-4-(trifluoromethyl)-l,2-dihydropyridin-3-yl)oxy}benzonitrile_(6.0 g, 13.46 mmol) was stirred in DMA (140 mL) until dissolved and then cooled over ice bath for 10 minutes. This solution was treated with diisopropylethylamme (4.70 mL, 26.9 mmol) and then 4-nitrophenyl chloroformate (3.26 g, 16.15 mmol) portionwise over 5 minutes. This mixture was allowed to warm to room temperature and then stirred for 30 minutes. Formation of the intermediate carbamate was monitored by queching a small aliquot of the reaction mixture with dimethylamine and monitoring by LC-MS. The reaction mixture was then recooled over an ice bath and the cooled mixture was treated with a solution of 2-[(/er/-butoxycarbonyl)amino]-N-methylethanaminium chloride (3.40 g, 16.15 mmol) and diisopropylethylamme (2.5 mL, 14.3 mmol) in DMA (35 mL). Upon completion of addition, the cooling bath was removed and the mixture stirred for 1 hour at room temperature. This mixture was partitioned between ethyl acetate (1000 mL and 500 mL) and water (500 mL). The combined extracts were further washed with water (3x 00 mL), dried over MgS04, filtered and the solvent removed by evaporation in vacuo. This residue was pre- absorbed onto silica gel (35 g) using ethyl acetate and purified by silica gel (330 g)chromatography eluting with 0-100% ethyl acetate in hexanes. The desired fractions were combined and then solvent was removed by evaporation in vacuo. The resulting residue was further purified by re-crystallizing from ethyl acetate (75 mL) to give the title compound as a white solid. lH NMR (CDCI3) delta-8.68 (d, 1H), 8.26 (d, 1H, J = 7 Hz), 7.72 (d, 1H), 7.39 (dd, 1H, J=1.5Hz), 7.30 (dd, 1H5 3=4.6 and 8Hz), 7.16 (dd, 1H, J=2Hz), 7.02 (dd, 1H, J=1.3 and 2.3 Hz), 6.46 (d, 1H, J=7 Hz), 5.18 (bs t, 1H), 5.50 (s, 2H), 3.7 (br, 2H), 3.52 (br, 2H), 3.17 (s, 3H) and 1.44 (s, 9H) ppm. LRMS (M+l): 646.1

The synthetic route of 1-(Boc-amino)-2-(methylamino)ethane Hydrochloride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; JOLLY, Samson, M.; ANTHONY, Neville; GOMEZ, Robert; DUBOST, David, C.; WOODWARD, Rick, G.; WO2011/126969; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics