Hydrochloric Acid → HCID 86705760, compound

Participants

Reaction Conditions

Reaction Steps

7-[(3aS,4R,6R,6aR)-2,2-dimethyl-6-{[propan-2-yl({4-[6-(trifluoromethyl)-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-1,3-benzodiazol-2-yl]butyl})amino]methyl}-hexahydrocyclopenta[d][1,3]dioxol-4-yl]-N-cyclopropyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (199 mg) was dissolved in methanol (2 ml), and conc. HCl solution (2 ml) was slowly added. The reaction was heated to 40° C. and stirred at this temperature for 5 h. The reaction mixture was concentrated under reduced pressure, and the residue partitioned between sat. NaHCO3(aq) (10 ml) and EtOAc (10 ml). A small amount of MeOH (−1 ml) was added to aid dissolution, and the layers were separated. The aqueous layer was extracted with EtOAc (2×10 ml), the combined organics were then dried (Na2SO4) and concentrated. The crude material was purified by preparative TLC, eluting twice with 7.5% 2M NH3 in MeOH in DCM to afford 48.2 mg (29.6%) of the free base of the title compound.

Provenance & Evidence