Hydrochloric Acid → HCID 71737480, compound

Participants

Reaction Conditions

Reaction Steps

Add HCl (6.0 M, 1.058 mL, 6.35 mmol) to a solution of tert-butyl (3-(5-(3-cycloheptylureido)-4-fluoro-2-methylphenyl)-2-methyl-1,6-naphthyridin-7-yl)carbamate (0.331 g, 0.635 mmol) in MeOH (10 mL) and heat at 50° C. for 1 h. Cool to RT, concentrate to dryness, add DCM and TEA and concentrate to dryness again. Add water to the residue, extract with DCM (4×), dry the combined organics over Na2SO4, concentrate to dryness and purify via silica gel chromatography (MeOH/DCM) to afford the title compound (202 mg, 76%) as a yellow solid. 1H NMR (400 MHz, DMSO-d6): δ 8.82 (s, 1H), 8.21 (s, 1H), 7.95 (m, 2H), 7.16 (d, J=12.3 Hz, 1H), 6.65-6.62 (m, 2H), 6.39 (s, 2H), 3.62 (s, 1H), 2.28 (s, 3H), 1.95 (s, 3H), 1.76 (m, 2H), 1.44-1.41 (m, 10H); MS (ESI) m/z: 422.2 (M+H+).

Provenance & Evidence