Acetyl chloride → N-[4-(2-Oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-acetamide

HRID 640868ノート

反応式

HRID 640868 の反応式
[C:1](Cl)(=[O:3])[CH3:2].[NH2:5][C:6]1[CH:23]=[CH:22][C:9]([C:10]([C:12]2[CH:20]=[C:19]3[C:15]([CH2:16][C:17](=[O:21])[NH:18]3)=[CH:14][CH:13]=2)=[O:11])=[CH:8][CH:7]=1>C1COCC1>[O:21]=[C:17]1[CH2:16][C:15]2[C:19](=[CH:20][C:12]([C:10]([C:9]3[CH:8]=[CH:7][C:6]([NH:5][C:1](=[O:3])[CH3:2])=[CH:23][CH:22]=3)=[O:11])=[CH:13][CH:14]=2)[NH:18]1

参加物

4

反応物 2

HCID 6367Acetyl chlorideHCID 592564856-(4-Amino-benzoyl)-1,3-dihydro-indol-2-one

生成物 1

HCID 68700105N-[4-(2-Oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-acetamide収率 99.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A dry 100 mL flask was charged with acetyl chloride (0.408 g, 5.20 mmol) and THF (40 mL). 6-(4-Amino-benzoyl)-1,3-dihydro-indol-2-one (as prepared in Example 15, 1.00 g, 3.96 mmol) was added to the THF solution of the acid chloride, and the mixture was allowed to reflux for 3 h. The reaction mixture was then allowed to cool to room temperature. The room temperature reaction mixture was concentrated in vacuo. The brown solid residue was suspended in boiling EtOAc. The suspension was allowed to cool to room temperature before filtering to afford the N-[4-(2-Oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-acetamide as a tan solid (1.16 g, 3.94 mmol, 99%).

後処理

  1. temperatureto reflux for 3 h
  2. customThe room temperature reaction mixture
  3. concentrationwas concentrated in vacuo
  4. temperatureto cool to room temperature
  5. filtrationbefore filtering

出典と根拠

ORDレコード
ord-213d6b679ec34b3cae7e44c577cd2135
出典データセット
uspto-grants-2010_04
特許番号
US07692005B2

反応ノート

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