Hydrochloric Acid → HCID 86697072, compound

Participants

Reaction Steps

A mixture of {6-[2-(4-amino-2-chloro-6-cyanophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridin-4-ylamino]-pyrimidin-4-yl}-bis-carbamic acid tert-butyl ester and {6-[2-(4-amino-2-chloro-6-cyanophenyl)-7-fluoro-2H-pyrazolo[4,3-c]pyridin-4-ylamino]-pyrimidin-4-yl}-carbamic acid tert-butyl ester (66 mg, ˜0.12 mmol) in HCl (4 N in dioxane, 5.0 mL, 20 mmol) was stirred at room temperature overnight. Additional HCl (4 N in dioxane, 1.0 mL, 10 mmol) was added and the reaction mixture was heated at 40° C. for 7 hours. The resultant suspension was concentrated under reduced pressure and the residue was triturated with diethyl ether. The solid obtained was dried under vacuum and was purified by HPLC [gradient: 5 to 60% acetonitrile (0.1% formic acid) in water (0.1% formic acid)], to afford the title compound as a white solid (30 mg, 59% yield). 1H NMR (400 MHz, DMSO-d6): δ 10.20 (s, 1H), 9.04 (d, J=2.4 Hz, 1H), 8.16 (d, J=1.1 Hz, 1H), 8.06 (d, J=3.0 Hz, 1H), 7.51 (d, J=1.1 Hz, 1H), 7.09 (d, J=2.5 Hz, 1H), 7.06 (d, J=2.5 Hz, 1H), 6.69 (s, 2H); 6.44 (s, 2H). LCMS (Method B): RT=2.70 min, m/z: 396 [M+H+].

Provenance & Evidence