Tetramethyltin → HCID 68427846, compound

Participants

Reaction Steps

A solution of 2-Bromo-4-{[(2,4-dimethoxy-benzyl)-ethoxycarbonylmethyl-amino]-methyl}-thiazole-5-carboxylic acid ethyl ester (4 g, 8 mmol, example 81(b), tetramethyl tin (3.3 mL, 24 mmol), dichlorobis(triphenylphosphine)palladium II (460 mg, 0.66 mmol) in 50 mL anhydrous DMF was heated to 130° C. for 1 h. The reaction mixture was cooled, diluted with ethyl acetate, and washed successively with water, saturated sodium bicarbonate, and brine. The organic fraction was dried over anhydrous sodium sulfate, concentrated to a crude residue and purified by column chromatography (eluting from silica gel with a gradient of 15-60% ethyl acetate in hexanes) to give 3.13 mg of the title compound. MS (ESI+): m/z 436.8 (M+1).

Provenance & Evidence