Methanol → 7-Fluoro-4-methoxyisoquinolin-1-OL

HRID 2361611노트

반응식

HRID 2361611 반응식
[F:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][NH:8][C:9]2=[O:12])=[CH:4][CH:3]=1.CS(O)(=O)=O.[CH3:18][OH:19]>>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([O:19][CH3:18])=[CH:7][NH:8][C:9]2=[O:12])=[CH:4][CH:3]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 6395Methanesulfonic AcidHCID 222501227-Fluoro-1,2-dihydroisoquinolin-1-one

생성물 1

HCID 222502317-Fluoro-4-methoxyisoquinolin-1-OL수율 84%

실험 절차

To a solution of 7-fluoroisoquinolin-1(2H)-one (11 g, 67.4 mmol) in methanol was added iodozobenzenediacetate (21.7 g, 67.4 mmol) followed by methane sulphonic acid (7.78 g, 81 mmol) at room temperature. The reaction mass was heated at reflux for 3 h. The solvent was evaporated and the residue was diluted with cold water. The precipitated solid was filtered and washed with water to get crude compound (11 g, 84%) as light red color solid. 1H NMR (400 MHz, CD3OD): δ ppm 8.06-8.04 (m, 1H), 7.96-7.93 (m, 1H), 7.62-7.54 (m, 2H), 6.74 (s, 1H), 3.89 (s, 3H); MS: MS m/z 194.1 (M++1).

후처리

  1. temperatureThe reaction mass was heated
  2. temperatureat reflux for 3 h
  3. customThe solvent was evaporated
  4. additionthe residue was diluted with cold water
  5. filtrationThe precipitated solid was filtered
  6. washwashed with water

출처 및 근거

ORD 기록
ord-54c1d298cabb440aba61c8da408e04a3
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08691757B2

반응 노트

불러오는 중…