Butyl vinyl ether → HCID 67168980, compound

Participants

Reaction Conditions

Reaction Steps

Palladium(II)trifluoroacetate (5.1 mg, 15.3 mmoles) and 4,7-diphenyl-phenanthroline (5.1 mg, 15.3 mmoles) are dissolved in n-butyl vinyl ether (6.1 mL, 61.2 mmol) and 1-(3-hydroxymethyl-pyridin-2-yl)-3-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (800 mg, 3.1 mmol) and a few drops of triethylamine are added. The flask is sealed and stirred at 75° C. for 24 hours. Then the mixture is cooled to 24° C. and filtrated through a pad of celite. The solvent is eliminated under reduced pressure and the residue is purified by normal phase Isco chromatography using hexane and ethyl acetate as eluents (5-20% in ethyl acetate) to give 605 mg of ethyl 3-methyl-1-[3-(vinyloxymethyl)-2-pyridyl]pyrazole-4-carboxylate. MS (m/z): 288 (M+1)

Provenance & Evidence