Methanol → 3-[5-(4-Cyano-phenyl)-[1,3,4]thiadiazol-2-ylmethyl]-benzoic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

Dissolve 4-[5-(3-iodo-benzyl)-[1,3,4]thiadiazol-2-yl]-benzonitrile (0.34 g, 0.75 mmol) into 8 mL of a 1:1 mixture of THF:MeOH in a microwave pressure tube. Add molybedinum hexacarbonyl (0.25 g, 0.95 mmol) and DBU (0.32 mL, 2.10 mmol) causing the solution to darken. Add palladium acetate (0.03 g, 0.11 mmol), seal the tube and heat at 100° C. in a microwave reactor for 10 min. Concentrate the mixture onto silica gel and purify by flash silica gel chromatography to provide (0.150 g, 60% yield of 3-[5-(4-cyano-phenyl)-[1,3,4]thiadiazol-2-ylmethyl]-benzoic acid methyl ester as a solid.

Provenance & Evidence