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

HRID 639875ノート

反応式

HRID 639875 の反応式
[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

参加物

3

反応物 2

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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1946815f0b0243388838f3a99a4baa43
出典データセット
uspto-grants-2010_04
特許番号
US07691879B2

反応ノート

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