Ethanol → HCID 71164905, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of tert-butyl 6-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-(3-ethylisothiazol-5-yl)-7-fluoro-3-oxo-1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylate (80 mg, 0.139 mmol) in MeOH (1.0 mL) was added 4N HCl/dioxane (1.0 mL, 4.00 mmol). The mixture was heated to 60° C. for 1 h and was subsequently concentrated in vacuo. The residue was triturated with EtOAc and filtered. The filter cake was washed with EtOAc to give a yellow solid, which was suspended into EtOH. The mixture was stirred at 80° C. for 30 minutes and then cooled to room temperature. The resulting precipitate was collected by filtration and washed with EtOH to give a hydrochloride salt of the title compound as an off-white solid (20.6 mg, 36%). 1H NMR (500 MHz, DMSO-d6) δ ppm 1.26 (t, J=7.57 Hz, 3H), 1.39-1.55 (m, 2H), 1.56-1.83 (m, 4H), 1.83-2.04 (m, 2H), 2.81 (q, J=7.65 Hz, 2H), 3.77 (br s, 1H), 4.18-4.30 (m, 1H), 4.41-4.53 (m, 2H), 7.16 (d, J=5.86 Hz, 1H), 7.82 (br s, 3H), 8.66 (s, 1H), 8.80 (s, 1H). ESI-MS m/z [M+H]+ calc'd for C18H22FN5OS, 376. found, 376.

Provenance & Evidence