Reaction #684975

ord-8329962600884965a21ddaff632a83b7

Reaction equation

CCOC(C)=O
ethyl acetate
O=C([O-])[O-].[K+].[K+]
Potassium carbonate
CI
methyl iodide
Oc1cccnc1Cc1ccc(Br)cc1F
compound
Oc1cccnc1Cc1ccc(Br)cc1F
2-(4-Bromo-2-fluorobenzyl)-3-pyridinol
COc1cccnc1Cc1ccc(Br)cc1F
title compound
Yield 84.4%
COc1cccnc1Cc1ccc(Br)cc1F
2-(4-Bromo-2-fluorobenzyl)-3-methoxypyridine
Yield 84.4%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Washthe reaction mixture was washed with saturated brine
  2. 2
    Concentrationconcentrated under reduced pressure
  3. 3
    OtherThe residue was purified by silica gel column chromatography

Procedure

Potassium carbonate (38.7 mg, 0.280 mmol) and methyl iodide (10.5 μl, 0.168 mmol) were added to a solution of the compound of Example B245 (15.8 mg, 0.0560 mmol) in dimethylformamide (1 ml), and this reaction mixture was stirred at room temperature for 2 hours. After ethyl acetate was added, the reaction mixture was washed with saturated brine and concentrated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (14.0 mg).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07897387B2uspto-grants-2011_03