Sodium Hydroxide → HCID 178460698, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 4-((4-hydroxy-2-(1H-pyrazol-1-yl)pyrimidine-5-carboxamido)(phenyl)methyl)phenyl(propyl)phosphinate, 16-f, (2.1 g, 4.16 mmol) in dioxane (30 ml) was added 2N NaOH (0.83 g, 20.8 mmol). The mixture was stirred at 85° C. for 6-8 hours, then evaporated the solvent and the residue was added water (20 ml) and extracted with ethyl acetate (30 ml) twice. The aqueous phase was adjusted to pH=1˜2 with conc. HCl, then filtered, and the filtered solid was washed with water, dried to give the title compound, 16-1, (crude product), which was further purified by prep_HPLC to give pure 16-1 (400 mg). 1H NMR (300 MHz, DMSO-d6): δ 10.38 (s, 1H), 8.61 (d, 1H), 8.42 (s, 1H), 8.06 (s, 1H), 7.34 (m, 9H), 6.72 (s, 1H), 6.32 (d, 1H), 1.75 (m, 2H), 1.41 (m, 2H), 0.95 (t, 3H). (M+H)+=478.2.

Provenance & Evidence