Sodium Hydroxide → HCID 66875217, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2-(5-chloro-4-cyclopentylmethoxy-6-oxo-6H-pyridazin-1-yl)-4-ethyl-heptanoic acid methyl ester (341.7 mg, 0.89 mmol) in methanol (0.6 mL, 1.49M) was treated with a 4N aqueous sodium hydroxide solution (0.24 mL, 0.98 mmol) and stirred at 25° C. for 3.5 h. After this time, the reaction was concentrated in vacuo. The residue was diluted with water (20 mL) and acidified with a 1N aqueous hydrochloric acid solution. The resulting gummy solids were collected by filtration, rinsed with water and dried in vacuo to afford 2-(5-chloro-4-cyclopentylmethoxy-6-oxo-6H-pyridazin-1-yl)-4-ethyl-heptanoic acid (296.1 mg, 90%) as a tacky, white solid; ES+-HRMS m/e calcd for C18H25N2O4Cl [M+H+] 369.1576, found 369.1575. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.96-1.19 (m, 2H), 1.28-1.84 (m, 15H), 1.91-2.03 (m, 1H), 2.15-2.27 (m, 1H), 2.27-2.38 (m, 1H), 4.26 (d, J=6.8 Hz, 2H), 5.37 (dd, J=11.0, 4.2 Hz, 1H), 8.32 (s, 1H), 13.10 (br s, 1H).

Provenance & Evidence