Trifluoroacetic acid → HCID 71626043, compound

Participants

Reaction Steps

To a solution of tert-butyl (3R,4R)-4-(6-carbamoyl-5-(6-isopropyl-5-methoxypyridin-2-ylamino)pyridazin-3-ylamino)tetrahydro-2H-pyran-3-ylcarbamate (86 mg, 171 μmol) in dichloromethane (2.7 mL) was added trifluoroacetic acid (391 mg, 264 μL, 3.43 mmol) and stirred at room temperature for 16 h. The reaction mixture was then diluted with dichloromethane, concentrated in vacuo, and purified by chromatography (silica, 0 to 12% of a 99.5:0.5 methanol:NH4OH solution in dichloromethane) to give 6-((3R,4R)-3-aminotetrahydro-2H-pyran-4-ylamino)-4-(6-isopropyl-5-methoxypyridin-2-ylamino)pyridazine-3-carboxamide (51 mg, 127 μmol, 74%) as a yellow solid. 1H NMR (400 MHz, METHANOL-d6) δ ppm 8.08 (s, 1H), 7.42 (d, J=8.6 Hz, 1H), 6.91 (d, J=8.9 Hz, 1H), 4.35 (m, 1H), 4.12 (dd, J=12.1, 3.4 Hz, 1H), 4.07 (d, J=12.6 Hz, 1H), 3.89 (s, 1H), 3.88 (s, 3H), 3.80 (d, J=12.8 Hz, 1H), 3.65 (m, 1H), 3.52 (m, 1H), 2.12 (m, 1H), 1.96 (d, J=13.1 Hz, 1H), 1.32 (d, J=5.8 Hz, 6H); MS (EI/CI) m/z: 402.3 [M+H].

Provenance & Evidence