Tetramethyltin → HCID 68426288, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-bromo-7-hydroxy-2-phenyl-thiazolo[4,5-c]pyridine-6-carboxylic acid ethyl ester (301 mg, 0.80 mmol), tetramethyltin (442 μL, 3.18 mmol) and bis(triphenylphosphine)palladium(II) dichloride (56 mg, 0.08 mmol) in dimethylformamide (5 mL) was stirred at 130° C. for 30 min before it was cooled to room temperature, quenched with water, filtered. The filtrate was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel with a gradient of ethyl acetate and hexanes to give the title compound as a white solid (218 mg): 1H NMR (CDCl3, 200 MHz): δ=11.39 (s, 1H), 8.09 (m, 2H), 7.50 (m, 3H), 4.57 (q, J=7.0 Hz, 2H), 2.96 (s, 3H), 1.52 (t, J=7.0 Hz, 3H).

Provenance & Evidence