Potassium Carbonate → HCID 178462999, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (R)-4-(6-(4-chloro-3-cyclopropyl-1-ethyl-1H-pyrazol-5-yl)-2-(3,5-dimethyl-1-tosyl-1H-indazol-4-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)-3-methylmorpholine (0.081 g, 0.116 mmol) in MeOH (3 mL) was added K2CO3 (0.080 g, 0.578 mmol). The mixture was heated at 55° C. for 1 h 30 min. The methanol was removed under reduced pressure and the residue was taken up in water and the aqueous phase was neutralized to pH=6 (with 3 N HCl) and then extracted with EtOAc (3×). The combined organic phases were washed with brine, dried with sodium sulfate, filtered and concentrated under reduce pressure. Purification by FCC (0-4% MeOH/DCM) provided the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.58 (s, 1H), 7.39 (d, J=8.4 Hz, 1H), 7.21 (d, J=8.5 Hz, 1H), 4.33 (d, J=14.9 Hz, 1H), 4.18 (d, J=15.0 Hz, 1H), 3.90 (q, J=7.2 Hz, 2H), 3.87-3.82 (m, 1H), 3.81-3.74 (m, 1H), 3.67 (dd, J=11.2, 2.9 Hz, 1H), 3.63-3.42 (m, 4H), 3.39-3.31 (m, 1H), 3.00-2.93 (m, 2H), 2.18 (s, 3H), 1.88 (s, 3H), 1.84-1.73 (m, 1H), 1.29-1.21 (m, 3H), 1.14 (d, J=6.6 Hz, 3H), 0.89-0.81 (m, 4H), 0.80-0.73 (m, 1H); MS (ESI+) m/z 547.2 (M+H)+.

Provenance & Evidence