Phosphorus oxychloride → 1-(1-chloro-6-methoxy-4-phenylisoquinolin-3-yl)-N,N-dimethylmethanamine

HRID 639875노트

반응식

HRID 639875 반응식
[CH3:1][N:2]([CH2:4][C:5]1[NH:6][C:7](=O)[C:8]2[C:13]([C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:12][C:11]([O:21][CH3:22])=[CH:10][CH:9]=2)[CH3:3].O=P(Cl)(Cl)[Cl:26]>>[Cl:26][C:7]1[C:8]2[C:13](=[CH:12][C:11]([O:21][CH3:22])=[CH:10][CH:9]=2)[C:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:5]([CH2:4][N:2]([CH3:3])[CH3:1])[N:6]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 685191143-[(dimethylamino)methyl]-6-methoxy-4-phenylisoquinolin-1(2H)-one

생성물 1

HCID 117389161-(1-chloro-6-methoxy-4-phenylisoquinolin-3-yl)-N,N-dimethylmethanamine

실험 절차

3-[(dimethylamino)methyl]-6-methoxy-4-phenylisoquinolin-1(2H)-one (50 mg) was combined with 0.600 mL of POCl3, and the reaction was stirred at 90 C for 1 h. After cooling, the reaction was partitioned between saturated aqueous sodium bicarbonate and EtOAc. The organic solution was dried over Na2SO4 and concentrated. Flash chromatography (3% MeOH in CH2Cl2) gave the titled compound.

후처리

  1. temperatureAfter cooling
  2. customthe reaction was partitioned between saturated aqueous sodium bicarbonate and EtOAc
  3. dry with materialThe organic solution was dried over Na2SO4
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1946815f0b0243388838f3a99a4baa43
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691879B2

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