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

HRID 577488노트

반응식

HRID 577488 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

반응 조건

온도
40 °C

실험 절차

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].

후처리

  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

출처 및 근거

ORD 기록
ord-340f148ea57746c49413a3ef3ac0ffbc
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040515B2

반응 노트

불러오는 중…