Hydrochloric Acid → HCID 68157183, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 3-cyclopropyl-5-fluoro-2-{(S)-1-[9-(tetrahydropyran-2-yl)-9H-purin-6-ylamino]ethyl}-3H-benzoimidazole-4-carboxylic acid methyl ester (607 mg, 1.27 mmol) and LiOH.H2O (266 mg, 6.33 mmol) in MeOH (20 mL) and water (2 mL) was heated at 80° C. for 22 h. Additional LiOH.H2O (266 mg) was added and the mixture heated at 80° C. for 5 h. After cooling to RT, the pH of the mixture was adjusted to 4 by addition of 1M aqueous HCl. The organic solvent was removed under reduced pressure and the aqueous phase extracted with EtOAc. The organic fraction was washed with brine, dried (Na2SO4) and concentrated in vacuo. The resulting residue was purified by column chromatography (Si—PCC, gradient 0-20% 2M NH3/MeOH in DCM) to afford the title compound (127 mg, 21% over 2 steps) as a white solid. LCMS (Method C): RT 2.17 min [M+H]+ 466.22.

Provenance & Evidence