Acetic Anhydride → N-(4-((2-acetamidopyridin-4-yl)oxy)-2-chlorophenyl)-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]([Cl:32])[CH:10]=2)[CH:5]=[CH:4][N:3]=1.C(N(CC)CC)C.[C:40](OC(=O)C)(=[O:42])[CH3:41]>>[C:40]([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]([Cl:32])[CH:10]=2)[CH:5]=[CH:4][N:3]=1)(=[O:42])[CH3:41]

参加物

反応物 3

HCID 7918Acetic Anhydride

HCID 8471Triethylamine

HCID 73053612N-(4-((2-aminopyridin-4-yl)oxy)-2-chlorophenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide

生成物 1

HCID 73053669N-(4-((2-acetamidopyridin-4-yl)oxy)-2-chlorophenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide収率 63%

反応条件

温度: 35 °C

実験手順

To a suspension of N-(4-((2-aminopyridin-4-yl)oxy)-2-chlorophenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide (125 mg, 0.28 mmol) in acetic anhydride (6.0 mL) was added triethylamine (0.4 mL). The reaction mixture was stirred at 35° C. for 13 hours, then filtered, and the filter cake was washed with petroleum ether (6 mL), MeOH (3 mL), and ethyl acetate (6 mL) respectively to give the title compound as a light blue solid (87 mg, 63%).

後処理

filtrationfiltered
washthe filter cake was washed with petroleum ether (6 mL), MeOH (3 mL), and ethyl acetate (6 mL) respectively

出典と根拠

ORDレコード: ord-fe8ace577de1494f831d0be40fff3a14
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…