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

HRID 1852216ノート

反応式

HRID 1852216 の反応式
[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

参加物

4

反応物 3

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

生成物 1

HCID 222502317-Fluoro-4-methoxyisoquinolin-1-OL収率 84%

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-fe286dd974444eccad29fbf2aa887c13
出典データセット
uspto-grants-2015_02
特許番号
US08957203B2

反応ノート

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