Reaction #84101

Reaction equation

2-chloro-4-fluoro-6-methoxyquinoline

BBr3

→

product

Yield 69.0%

2-chloro-4-fluoroquinolin-6-ol

Yield 69.0%

Solvents

DCM

Conditions

Workup

1. 1
   ExtractionAqueous workup with DCM extraction
2. 2
   Othergave the crude product, which
3. 3
   Otherwas purified by silica gel column (PE/EtOAc=50/1)

Procedure

A mixture solution of 2-chloro-4-fluoro-6-methoxyquinoline (see U.S. 61/391,225 for synthesis) (280 mg, 1.32 mmol) and BBr3 (0.3 mL, 3.2 mmol, 2.64 g/mL) in DCM (5 mL) was stirred at 20° C. for 12 hours. Aqueous workup with DCM extraction gave the crude product, which was purified by silica gel column (PE/EtOAc=50/1) to give product (177 mg, yield 69%) as a white solid.

Source