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

HRID 870439ノート

反応式

HRID 870439 の反応式
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:10]=[CH:11][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])=[N:13][CH:14]=2)[CH:5]=[CH:4][N:3]=1.CCN(CC)CC.[C:39](OC(=O)C)(=[O:41])[CH3:40]>>[C:39]([NH:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:10]=[CH:11][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])=[N:13][CH:14]=2)[CH:5]=[CH:4][N:3]=1)(=[O:41])[CH3:40]

参加物

4

反応物 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 73053627N-(5-((2-aminopyridin-4-yl)oxy)pyridin-2-yl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide

生成物 1

HCID 73053671N-(5-((2-acetamidopyridin-4-yl)oxy)pyridin-2-yl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide収率 60.1%

反応条件

温度
30 °C

実験手順

To a solution of N-(5-((2-aminopyridin-4-yl)oxy)pyridin-2-yl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide (300 mg, 0.72 mmol) in acetic anhydride (4 mL) was added Et3N (400 mg, 4 mmol), the reaction mixture was stirred at 30° C. for 12 hours and concentrated in vacuo. The residue was purified by a silica gel column chromatography (DCM/CH3OH (v/v)=40/1) to give the title compound as a light yellow solid (197 mg, 60.1%).

後処理

  1. concentrationconcentrated in vacuo
  2. customThe residue was purified by a silica gel column chromatography (DCM/CH3OH (v/v)=40/1)

出典と根拠

ORDレコード
ord-109c54b03d9d4aa0917371bd7bea17a6
出典データセット
uspto-grants-2015_03
特許番号
US08969388B1

反応ノート

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