Crystalline form of a pyridyl-piperazinyl hepatitis C virus inhibitor

摘要

The invention provides crystalline solid forms of (((S)-1-{(S)-2-[4-(4′-{[6-((2R,5S)-2,5-dimethyl-4-methylcarbamoyl-piperazin-1-yl)-pyridine-3-carbonyl]-amino}-2′-trifluoromethoxy-biphenyl-4-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester. The invention also provides pharmaceutical compositions comprising such crystalline solid forms, methods of using such crystalline solid forms to treat hepatitis C virus infection, and processes useful for preparing such crystalline solid forms.

主权项

1. A crystalline solid form of ((S)-1-{(S)-2-[4-(4′-{[6-((2R,5S)-2,5-dimethyl-4-methylcarbamoyl-piperazin-1-yl)-pyridine-3-carbonyl]-amino}-2′-trifluoromethoxy-biphenyl-4-yl)-1H-imidazol-2-yl]-pyrrolidine-1-carbonyl}-2-methyl-propyl)-carbamic acid methyl ester (compound 1) or a dihydrochloride salt thereof selected from:
(a) crystalline compound 1 characterized by a powder x-ray diffraction pattern comprising diffraction peaks at 2θ values of 8.68±0.20, 13.78±0.20, 14.68±0.20, 16.56±0.20, and 19.08±0.20; (b) crystalline dihydrochloride salt of compound 1 anhydrous form characterized by a powder x-ray diffraction pattern comprising diffraction peaks at 2θ values of 8.87±0.20, 13.49±0.20, 14.30±0.20, 16.40±0.20, 19.13±0.20, 20.63±0.20, 21.38±0.20, and 21.95±0.20; and (c) crystalline dihydrochloride salt of compound 1 monohydrate form characterized by a powder x-ray diffraction pattern comprising diffraction peaks at 2θ values of 9.11±0.20, 10.22±0.20, 13.70±0.20, 14.60±0.20, 18.32±0.20, 19.85±0.20, 20.33±0.20, and 21.80±0.20.