Hydrochloric Acid → HCID 53251953, compound

Participants

Reaction Steps

A mixture of tert-butyl (1S,2R)-2-(3-oxo-4-(m-tolylamino)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate (50.0 mg, 0.111 mmol) and 4N HCl in dioxane (2 mL, 8.00 mmol) was stirred at RT for 2 h. The reaction mixture was concentrated under reduced pressure, the residue was purified by reverse phase preparative HPLC. The fractions were collected, concentrated, diluted with EtOAc, and basified with saturated aq NaHCO3 solution. The organic extract was dried and evaporated to give the title compound as a white solid (10 mg, 25.7%). 1H NMR (500 MHz, CDCl3) δ ppm 1.19-1.77 (m, 8 H), 2.29 (s, 3 H), 3.20 (br s, 1 H), 3.99 (br s, 1 H), 4.19 (s, 2 H), 6.06 (s, 1 H), 6.75 (d, J=7.32 Hz, 2H), 7.14 (t, J=7.81 Hz, 1 H), 7.48 (d, J=7.32 Hz, 1 H), 7.60 (s, 1 H), 7.90 (s, 1 H), 8.87 (s, 1 H). [M+H] calc'd for C20H25N5O, 352; found, 352.

Provenance & Evidence