Methanol → HCID 59579722, compound

HRID 1037776Notes

Reaction equation

HRID 1037776 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][N:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[N+:15]([O-])=O)[C:6]1=[O:18].CO>>[NH2:15][C:11]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:12]=1[CH:13]=[CH:14][N:5]([CH2:4][CH2:3][O:2][CH3:1])[C:6]2=[O:18]

Participants

3

Reactant 2

HCID 887MethanolHCID 59579460HCID 59579460, compound

Product 1

HCID 59579722HCID 59579722, compound

Procedure

Into a 250 ml round bottom flask was combined 2-(2-methoxyethyl)-5-nitroisoquinolin-1(2H)-one (1.23 g, 0.00495 mol) palladium/C (0.05 g, 0.0005 mol) and methanol (50 mL, 1 mol). The flask was purged and evacuated with hydrogen twice and the mixture was allowed to stirr under an atmosphere of hydrogen (1 atm) for two hours. The mixture was filtered over Celite and the filtrate reduced in vacuo to yield the title compound as a light brown solid.

Workup

  1. customInto a 250 ml round bottom flask was combined
  2. customThe flask was purged
  3. customevacuated with hydrogen twice
  4. filtrationThe mixture was filtered over Celite

Sources & evidence

ORD record
ord-b0841695a9994982a24910164df64db9
Source dataset
uspto-grants-2013_10
Patent number
US08546579B2

Reaction notes

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