Dichloromethane → HCID 136372359, compound

HRID 533405Notes

Reaction equation

HRID 533405 reaction equation
B(Br)(Br)Br.[F:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([C:16]([O:18]C)=[O:17])=[CH:13][CH:14]=2)[C:9]([C:20]2[C:25]([O:26]C)=[CH:24][CH:23]=[CH:22][C:21]=2[F:28])=[N:8][CH:7]=1.ClCCl>O>[F:5][C:6]1[C:15]2[C:10](=[CH:11][C:12]([C:16]([OH:18])=[O:17])=[CH:13][CH:14]=2)[C:9]([C:20]2[C:25]([OH:26])=[CH:24][CH:23]=[CH:22][C:21]=2[F:28])=[N:8][CH:7]=1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 25134Boron tribromideHCID 67774264HCID 67774264, compound

Product 1

HCID 136372359HCID 136372359, compoundYield 97.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Boron tribromide (1M dichloromethane solution, 2.5 mL) was added to a mixture of methyl 4-fluoro-1-(2-fluoro-6-methoxyphenyl)isoquinoline-7-carboxylate (270 mg) and dichloromethane (3 mL) under ice-cooling, and stirred at room temperature for 16 hours. The reaction mixture was diluted with water, and the precipitate was collected by filtration to obtain 4-fluoro-1-(2-fluoro-6-hydroxyphenyl)isoquinoline-7-carboxylic acid (240 mg).

Workup

  1. temperaturecooling
  2. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-08d680c995774ab99eb235dc060d27a5
Source dataset
uspto-grants-2014_10
Patent number
US08853242B2

Reaction notes

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