Potassium Carbonate → HCID 118290344, compound

Participants

Reaction Conditions

Reaction Steps

The mixture of 4-[1-(2-Azetidin-1-yl-ethyl)-4-(4-fluoro-3-methyl-phenyl)-1H-imidazol-2-yl]-piperidine (162.8 mg; 0.47 mmol; 1.0 eq.), 6-chloro-5-isopropyl-pyrimidin-4-ylamine (81.6 mg; 0.47 mmol; 1.0 eq.) and potassium carbonate (82.1 m g; 0.59 mmol; 1.25 eq.) in DMSO (3 ml) was stirred 120° C. for 56 hr. The crude was purified by prep HPLC to afford the title compound. LC-MS (M+H=478, obsd=478). 1H NMR (400 MHz, DMSO-d6) δ 8.02 (s, 1H), 7.66-7.59 (m, 1H), 7.54 (ddd, J=7.7, 4.9, 2.1 Hz, 1H), 7.48 (s, 1H), 7.08 (t, J=9.1 Hz, 1H), 6.13 (s, 2H), 3.87 (t, J=6.2 Hz, 2H), 3.11 (t, J=6.9 Hz, 4H), 2.93-2.80 (m, 3H), 2.68 (t, J=6.2 Hz, 2H), 2.30-2.21 (m, 3H), 1.92 (dtd, J=24.6, 12.8, 12.1, 4.0 Hz, 5H), 1.30 (d, J=7.2 Hz, 6H).

Provenance & Evidence