Methanol → HCID 70978615, compound

HRID 2361603Notes

Reaction equation

HRID 2361603 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-a7d6238391694734b18b23de506f34fa
Source dataset
uspto-grants-2014_04
Patent number
US08691757B2

Reaction notes

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