7-methoxy-8-nitroisoquinolin-1(2H)-one → 8-amino-7-methoxy-3,4-dihydroisoquinolin-1(2H)-one

HRID 577488ノート

反応式

HRID 577488 の反応式
[CH3:1][O:2][C:3]1[C:12]([N+:13]([O-])=O)=[C:11]2[C:6]([CH:7]=[CH:8][NH:9][C:10]2=[O:16])=[CH:5][CH:4]=1>[Pd].C(O)C>[NH2:13][C:12]1[C:3]([O:2][CH3:1])=[CH:4][CH:5]=[C:6]2[C:11]=1[C:10](=[O:16])[NH:9][CH2:8][CH2:7]2

参加物

4

反応物 1

HCID 867237137-methoxy-8-nitroisoquinolin-1(2H)-one

生成物 1

HCID 867237148-amino-7-methoxy-3,4-dihydroisoquinolin-1(2H)-one収率 92%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

反応条件

温度
40 °C

実験手順

A suspension of 7-methoxy-8-nitroisoquinolin-1(2H)-one (296b, 30 g, 0.136 mol) and 10% palladium on carbon (15 g, 0.014 mol) in ethanol (1 L) was stirred at 40° C. under hydrogen (20 psi) for 72 hours. The mixture was filtered through celite, the flask and filter pad washed with ethanol (1 L), and the combined filtrates concentrated under vacuum to give 8-amino-7-methoxy-3,4-dihydroisoquinolin-1(2H)-one (296c, 24 g, 92% yield) as a brown oil. MS: 193 [M+1].

後処理

  1. filtrationThe mixture was filtered through celite
  2. filtrationthe flask and filter pad
  3. washwashed with ethanol (1 L)
  4. concentrationthe combined filtrates concentrated under vacuum

出典と根拠

ORDレコード
ord-340f148ea57746c49413a3ef3ac0ffbc
出典データセット
uspto-grants-2015_05
特許番号
US09040515B2

反応ノート

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