Methanol → HCID 59515924, compound

HRID 1161206Notes

Reaction equation

HRID 1161206 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N:8]([CH2:15][C:16]([NH2:18])=[O:17])[C:9]2=[O:14])([O-])=O.CO>[Pd]>[NH2:1][C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][N:8]([CH2:15][C:16]([NH2:18])=[O:17])[C:9]2=[O:14]

Participants

4

Reactant 2

HCID 887MethanolHCID 595157382-(5-Nitro-1-oxoisoquinolin-2(1H)-yl)acetamide

Product 1

HCID 59515924HCID 59515924, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A round bottom flask was charged with 2-(5-nitro-1-oxoisoquinolin-2(1H)-yl)acetamide (0.98 g, 0.0040 mol), methanol (200 mL, 4 mol) and palladium, 10% weight on charcoal (0.1 g, 0.001 mol) was added and the reaction was stirred under hydrogen atmosphere (1 atm) for 1 hour. The reaction mixture was filtered and the solvent removed under reduced pressure and the residue purified by flash chromatography (40 g, 0-10% MeOH/DCM) to yield the product as an off white solid. MS m/z=218.3 (M+H).

Workup

  1. additionwas added
  2. filtrationThe reaction mixture was filtered
  3. customthe solvent removed under reduced pressure
  4. customthe residue purified by flash chromatography (40 g, 0-10% MeOH/DCM)
  5. customto yield the product as an off white solid

Sources & evidence

ORD record
ord-15b15a456b3f46a28868c755042f3b4e
Source dataset
uspto-grants-2010_10
Patent number
US07816371B2

Reaction notes

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