Methanol → 5-Amino-2-(1,3-dihydroxypropan-2-yl)isoquinolin-1(2H)-one

HRID 1161191Notes

Reaction equation

HRID 1161191 reaction equation
[OH:1][CH2:2][CH:3]([N:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[N+:16]([O-])=O)[C:7]1=[O:19])[CH2:4][OH:5].CO>[Pd]>[NH2:16][C:12]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:13]=1[CH:14]=[CH:15][N:6]([CH:3]([CH2:2][OH:1])[CH2:4][OH:5])[C:7]2=[O:19]

Participants

4

Reactant 2

HCID 887MethanolHCID 595157632-(1,3-Dihydroxypropan-2-yl)-5-nitroisoquinolin-1(2H)-one

Product 1

HCID 595157945-Amino-2-(1,3-dihydroxypropan-2-yl)isoquinolin-1(2H)-one

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

2-(1,3-dihydroxypropan-2-yl)-5-nitroisoquinolin-1(2H)-one (1.2 g, 0.0045 mol) was stirred with palladium 10% wt. on calcium carbonate (0.1 g, 0.0005 mol) in methanol (100 mL, 2 mol) under hydrogen (balloon) over 1 hr at room temperature. The catalyst was filtered, the filtrate was concentrated to dryness gave light green oil. MS m/z=235.0 (M+1).

Workup

  1. filtrationThe catalyst was filtered
  2. concentrationthe filtrate was concentrated to dryness
  3. customgave light green oil

Sources & evidence

ORD record
ord-b19a09a297184d689cbac23d448ed8af
Source dataset
uspto-grants-2010_10
Patent number
US07816371B2

Reaction notes

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