Sodium Hydroxide → 8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

Participants

Reaction Conditions

Reaction Steps

Methyl 8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate (24 mg, 0.050 mmol) was dissolved in methanol (2 mL) and 1M aqueous sodium hydroxide (0.5 mL, 0.5 mmol) was added. The mixture was stirred at 50° C. for 2 h. After cooling, the methanol was removed in vacuo and the residue was dissolved in water (5 mL) and neutralized with 1M HCl (˜0.5 mL). The precipitate formed was extracted with CH2Cl2 (3×4 mL). The organic layer was concentrated to afford the title compound as a yellow solid (20 mg, 86%). ESI-MS m/z: 3467 (M+H)+.

Provenance & Evidence