Pyridine → Ethyl 3-(4-methoxyphenyl)-4-methyl-7-(pivaloyloxy)isoxazolo[4,5-c]pyridine-6-carboxylate

Participants

Reaction Steps

Ethyl 7-hydroxy-3-(4-methoxyphenyl)-4-methylisoxazolo[4,5-c]pyridine-6-carboxylate (56 mg, 0.17 mmol) and DMAP (1 mg) were added to pyridine (1 mL). Pivaloyl chloride (84 μl, 0.68 mmol) was added and the mixture was stirred at room temperature for 48 h. Saturated sodium bicarbonate solution (5 mL) and EtOAc (15 mL) were added, and the aqueous layer was extracted with additional EtOAc. The combined organic layer was dried over MgSO4, concentrated, and the residue was purified by flash chromatography (0-20% EtOAc/hexanes) to give 58 mg of the title compound. MS: (+) m/z 413.50 (M+1).

Provenance & Evidence