6-fluoro-7-methoxyisoquinolin-1(2H)-one → 6-fluoro-7-methoxy-3,4-dihydroisoquinolin-1(2H)-one

HRID 577447Notes

Reaction equation

HRID 577447 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[C:8](=[O:14])[NH:7][CH:6]=[CH:5]2>CCO.[Pd]>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[C:8](=[O:14])[NH:7][CH2:6][CH2:5]2

Participants

4

Reactant 1

HCID 867236846-fluoro-7-methoxyisoquinolin-1(2H)-one

Product 1

HCID 867236856-fluoro-7-methoxy-3,4-dihydroisoquinolin-1(2H)-oneYield 80.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 6-fluoro-7-methoxyisoquinolin-1(2H)-one (Cpd L, 0.531 g, 2.75 mmol) and 10% Pd/C in EtOH (20 mL) was stirred vigorously under a blanket of H2 (balloon) at room temperature for 2 days. The reaction mixture was filtered and the filtrate was concentrated under vacuum to give 6-fluoro-7-methoxy-3,4-dihydroisoquinolin-1(2H)-one (Cpd M, 430 mg, 80%) as a white powder.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-38861fb43cf9460d896b1af021220119
Source dataset
uspto-grants-2015_05
Patent number
US09040515B2

Reaction notes

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