Sodium Hydroxide → 4-(1-(Tert-butoxycarbonyl)piperidin-4-yloxy)-1-(3,4-dichlorophenyl)-6-oxo-1,6-dihydropyridazine-3-carboxylic acid

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Reaction Steps

Methyl 4-(1-(tert-butoxycarbonyl)piperidin-4-yloxy)-1-(3,4-dichlorophenyl)-6-oxo-1,6-dihydropyridazine-3-carboxylate (example 14) (59.8 mg, 0.12 mmol) in THF (2 mL) at room temperature under argon was added 2M NaOH (0.18 mL, 0.36 mmol). The reaction mixture was stirred at room temperature overnight. Most of the product was precipitated out. Solvents were removed in vacuo. 10 mL of water and 1 mL of 1 M HCl were added. The product was collected by filtration and further washed with water (3 mL×2). After drying overnight, 56.7 mg (96%) of 4-(1-(tert-butoxycarbonyl)piperidin-4-yloxy)-1-(3,4-dichlorophenyl)-6-oxo-1,6-dihydropyridazine-3-carboxylic acid was obtained as a white solid. MS (ESI) 428 (M+H-tBu).

Provenance & Evidence