Triphenylphosphine → 2-Methyl-5-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid methyl ester

Participants

Reaction Steps

To a stirred solution of 5-hydroxy-2H-pyrazole-3-carboxylic acid methyl ester (200 mg, 1.28 mmol) and (5-methyl-3-phenyl-4-isoxazolyl)methanol (260 mg, 1.37 mmol) in THF (10 mL) at 5° C. under argon was added triphenylphosphine (437 mg, 1.67 mmol), then diethyl azodicarboxylate (290 mg, 1.67 mmol) was added dropwise. The reaction mixture was warmed to room temperature for 3 h. The reaction mixture was then evaporated and purification by chromatography (silica, heptane:ethyl acetate=1:1 to 6.5:3.5) afforded the title compound (128 mg, 31%) as a colorless oil. MS: m/e=328.3 [M+H]+.

Provenance & Evidence