Tetramethyltin → Ethyl 7-hydroxy-4-methyl-3-phenylisoxazolo[4,5-c]pyridine-6-carboxylate

Participants

Reaction Conditions

Reaction Steps

A nitrogen flushed flask was charged with ethyl 4-bromo-7-hydroxy-3-phenylisoxazolo[4,5-c]pyridine-6-carboxylate (150 mg, 0.413 mmol), DMF (2 mL), tetramethylstannane (0.17 mL, 1.24 mmol), and Pd(PPh3)2Cl2 (58 mg, 0.083 mmol). The mixture was heated in an oil bath (bath temperature=120-130° C.) for 2 hours. After the reaction mixture was cooled to room temperature, it was purified by flash chromatography (0-30% EtOAc/hexanes) to afford 41 mg of the title compound. MS: (+) m/z 299.43 (M+1).

Provenance & Evidence