Acetic Anhydride → N-(4-((2-acetamidopyridin-4-yl)oxy)-2,3-difluorophenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide

反応式

[NH2:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16]([C:18]3[C:19](=[O:31])[N:20]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[N:21]([CH3:24])[C:22]=3[CH3:23])=[O:17])=[C:11]([F:32])[C:10]=2[F:33])[CH:5]=[CH:4][N:3]=1.CCN(CC)CC.[C:41](OC(=O)C)(=[O:43])[CH3:42]>>[C:41]([NH:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:16]([C:18]3[C:19](=[O:31])[N:20]([C:25]4[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:21]([CH3:24])[C:22]=3[CH3:23])=[O:17])=[C:11]([F:32])[C:10]=2[F:33])[CH:5]=[CH:4][N:3]=1)(=[O:43])[CH3:42]

参加物

反応物 3

HCID 7918Acetic Anhydride

HCID 8471Triethylamine

HCID 73053610N-(4-((2-aminopyridin-4-yl)oxy)-2,3-difluorophenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide

生成物 1

HCID 73053652N-(4-((2-acetamidopyridin-4-yl)oxy)-2,3-difluorophenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide収率 68.9%

反応条件

温度: 35 °C

実験手順

To a suspension of N-(4-((2-aminopyridin-4-yl)oxy)-2,3-difluorophenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide (135 mg, 0.3 mmol) in acetic anhydride (6 mL) was added Et3N (0.4 mL, 2.9 mmol). The reaction mixture was stirred at 35° C. for 4 hours, then filtered, and the filter cake washed with PE (5 mL), EtOAc (5 mL) and CH3OH (2 mL) respectively to give the title compound as a beige solid (102 mg, 68.9%).

後処理

filtrationfiltered
washthe filter cake washed with PE (5 mL), EtOAc (5 mL) and CH3OH (2 mL) respectively

出典と根拠

ORDレコード: ord-18ead92a8cab4b9089e85eb40ca39b3d
出典データセット: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US08969388B1

反応ノート

読み込み中…