Lithium Hydroxide → HCID 56654777, compound

Participants

Reaction Steps

To a solution of acetic acid 5-[3-((S)-2-amino-1,4,5,5-tetramethyl-6-oxo-1,4,5,6-tetrahydro-pyrimidin-4-yl)-4-fluoro-phenylamino]-bicyclo[2.2.1]hept-2-yl ester (example 93, 0.05 mmole) in THF (1 ml), MeOH (0.3 ml) and H2O (0.3 ml) was added LiOH 1N (0.1 mmole) and the reaction mixture was stirred at room temperature for 4 h. The mixture was concentrated in vacuo, the residue dissolved in aqueous HCl (0.5N) until pH=5 and washed with EtOAc. The aqueous phase was basified to pH=8 with a saturated aqueous NaHCO3 solution and extracted with EtOAc. The organic phase was separated, dried over Na2SO4 and evaporated to yield a mixture of isomers of the title compound as a colorless waxy solid. MS (ESI): m/z=389.3 [M+H]+.

Provenance & Evidence