Methanol → Methyl isoquinoline-1-carboxylate

HRID 742493Notes

Reaction equation

HRID 742493 reaction equation
[C:1]1([C:11]([OH:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1.[CH3:14]O>>[CH3:14][O:12][C:11]([C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1)=[O:13]

Participants

3

Reactant 2

HCID 887MethanolHCID 68092Isoquinoline-1-carboxylic acid

Product 1

HCID 21196988Methyl isoquinoline-1-carboxylateYield 50%

Procedure

A mixture of 1-isoquinolinecarboxylic acid (25 g.0.14 mol), 25 g of AMBERLYST®-15 (H+), and 300 ml of methanol was refluxed for 3 days. The reaction mixture was cooled, filtered, and the filtrate was concentrated in vacuo to afford 13.6 g (50%) of 1-isoquinolinecarboxylic acid methyl ester.

Workup

  1. temperaturewas refluxed for 3 days
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered
  4. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-fd6fbd5ab8584a72ab848835ac15fefc
Source dataset
uspto-grants-1996_09
Patent number
US05554620

Reaction notes

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