Reaction #2069965

ord-9ec28fcaf4e44c638cdfdd6c7ecd5fc8

Reaction equation

CCOC(C)=O
ethyl acetate
O=C([O-])[O-].[K+].[K+]
Potassium carbonate
CI
methyl iodide
CCCCc1ccc(Cc2ncccc2O)cc1
compound
CCCCc1ccc(Cc2ncccc2O)cc1
2-(4-Butylbenzyl)-3-pyridinol
CCCCc1ccc(Cc2ncccc2OC)cc1
title compound
Yield 7.2%
CCCCc1ccc(Cc2ncccc2OC)cc1
2-(4-Butylbenzyl)-3-methoxypyridine
Yield 7.2%

Solvents

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 (33.0 mg, 0.239 mmol) and methyl iodide (14.9 μl, 0.239 mmol) were added to a solution of the compound of Example B230 (19.2 mg, 0.0796 mmol) in acetone (1 ml), and this reaction mixture was stirred at room temperature for 3 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 (1.47 mg).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07541332B2uspto-grants-2009_06