Methanol → HCID 70978615, compound

HRID 1852272Notes

Reaction equation

HRID 1852272 reaction equation
[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][C:3]=1[O:13][CH3:14].CS(O)(=O)=O.[CH3:20][OH:21]>>[F:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([O:21][CH3:20])=[CH:7][NH:8][C:9]2=[O:12])=[CH:4][C:3]=1[O:13][CH3:14]

Participants

4

Reactant 3

HCID 887MethanolHCID 6395Methanesulfonic AcidHCID 218898267-FLUORO-6-METHOXYISOQUINOLIN-1(2H)-ONE

Product 1

HCID 70978615HCID 70978615, compoundYield 91%

Procedure

To a solution of 7-fluoro-6-methoxyisoquinolin-1(2H)-one (6.3 g, 32.6 mmol) in methanol (70 ml) was added iodozobenzenediacetate (10.5 g, 32.6 mmol) followed by methane sulphonic acid (3.76 g, 39.1 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, washed with water to get crude compound (6.6 g, 91%) as a light red colored solid. MS: MS m/z 224.0 (M++1).

Workup

  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

Sources & evidence

ORD record
ord-8a5bd64857834bfd84965f51356203fb
Source dataset
uspto-grants-2015_02
Patent number
US08957203B2

Reaction notes

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