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

HRID 2352805노트

반응식

HRID 2352805 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-df6bae780ed34ccba49d91b83ce60ee0
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07749530B2

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