Water → Ethyl 4-cyano-5-fluoro-3-iodo-1-methylpyrrole-2-carboxylate

Participants

Reaction Conditions

Reaction Steps

Dissolve 4-cyano-3-iodo-1-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (2.69 mmol, prepared in preparation 34) and SELECTFLUOR® (4.04 mmol, 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis-(tetrafluoroborate)) in acetonitrile (27 mL). Heat the mixture at 80° C. for 16 h. Add H2O (30 mL) and methylene chloride (30 mL) into the reaction mixture. Extract with methylene chloride (3×30 mL). Combine the organic layers, dry over magnesium sulfate, filter, and concentrate under reduced pressure. Purify the residue by flash chromatography to provide the title compound. Mass spectrum (m/e): 318.9 (M−1). Rf=0.5 (50% Et2O in hexanes).

Provenance & Evidence