Sodium Hydroxide → Sodium 6-cyclopentyl-5'-methyl-3,3'-bipyridine-5-carboxylate

Participants

Reaction Steps

To a solution of methyl 6-cyclopentyl-5′-methyl-3,3′-bipyridine-5-carboxylate (6-2, 0.060 g, 0.020 mmol, 1.0 equiv) in THF/methanol (1.7 mL/0.3 mL) was added 10 N sodium hydroxide (0.10 mL, 1.0 mmol, 5.0 equiv) and the system was stirred for 18 h at ambient temperature. The reaction mixture was concentrated and azeotroped with ethyl acetate (2×10 mL) and toluene (3×10 mL) to afford the desired product (6-3) as a white solid. ESI+MS [M+H]+ C17H18N2O2 calc'd 283.1, found 283.0.

Provenance & Evidence