Water → 1-Hydroxy-5-methylisoquinolin-4-carboxylic acid

HRID 1470460Notes

Reaction equation

HRID 1470460 reaction equation
C[O:2][C:3]1[C:12]2[C:7](=[C:8]([CH3:13])[CH:9]=[CH:10][CH:11]=2)[C:6]([C:14]([OH:16])=[O:15])=[CH:5][N:4]=1.O>Br>[OH:2][C:3]1[C:12]2[C:7](=[C:8]([CH3:13])[CH:9]=[CH:10][CH:11]=2)[C:6]([C:14]([OH:16])=[O:15])=[CH:5][N:4]=1

Participants

4

Reactant 2

HCID 962WaterHCID 682818821-Methoxy-5-methylisoquinolin-4-carboxylic acid

Product 1

HCID 1784239111-Hydroxy-5-methylisoquinolin-4-carboxylic acidYield 53.7%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

A solution of 1-methoxy-5-methylisoquinolin-4-carboxylic acid (Intermediate-8) (1.2 g, 5.5 mmol) in HBr (48% aq. solution, 20 mL) was stirred at RT for 24 h. After completion (TLC), the reaction mixture was poured into water, filtered, washed with water (4×25 mL), and then dried to afford title compound (600 mg, 52%).

Workup

  1. filtrationfiltered
  2. washwashed with water (4×25 mL)
  3. customdried

Sources & evidence

ORD record
ord-6a11a2fa24c84439a0ab8d7cde92f19e
Source dataset
uspto-grants-2015_04
Patent number
US09006442B2

Reaction notes

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