Methanol → HCID 58270448, compound

HRID 1624988Notes

Reaction equation

HRID 1624988 reaction equation
[CH3:1][C:2]1([CH3:22])[O:6][CH:5]([CH2:7][N:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][C:14]=3[N+:18]([O-])=O)[C:9]2=[O:21])[CH2:4][O:3]1.CO>[Pd]>[NH2:18][C:14]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:15]=1[CH:16]=[CH:17][N:8]([CH2:7][CH:5]1[CH2:4][O:3][C:2]([CH3:22])([CH3:1])[O:6]1)[C:9]2=[O:21]

Participants

4

Reactant 2

HCID 887MethanolHCID 58270428HCID 58270428, compound

Product 1

HCID 58270448HCID 58270448, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

2-((2,2-Dimethyl-1,3-dioxolan-4-yl)methyl)-5-nitroisoquinolin-1(2H)-one (7.3 g, 0.024 mol) was stirred with palladium 10% wt. on calcium carbonate (1 g, 0.005 mol) in methanol (100 mL, 2 mol) under hydrogen (balloon) over 1 h at room temperature. The catalyst was filtered, the filtrate was concentrated to dryness, purified via flash chromatography (120 g of silica gel, 0-10% MeOH/CH2Cl2) to give a white solid.

Workup

  1. filtrationThe catalyst was filtered
  2. concentrationthe filtrate was concentrated to dryness
  3. custompurified via flash chromatography (120 g of silica gel, 0-10% MeOH/CH2Cl2)
  4. customto give a white solid

Sources & evidence

ORD record
ord-38622230cba54561a3619acefc778da7
Source dataset
uspto-grants-2014_07
Patent number
US08779144B2

Reaction notes

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