Cesium carbonate → HCID 118290305, compound

Participants

Reaction Conditions

Reaction Steps

The reaction mixture of 6-chloro-5-ethyl-pyrimidin-4-ylamine (30.0 mg; 0.19 mmol; 1.0 eq.), 4-[1-(2-azetidin-1-yl-ethyl)-4-(4-fluoro-3-methyl-phenyl)-1H-imidazol-2-yl]-piperidine trihydrochloride (86.0 mg; 0.19 mmol; 1.0 eq.), and Cs2CO3 (310.1 mg; 0.95 mmol; 5.0 eq.) in DMSO (1.5 ml) was stirred at 120° C. for 48 hr. The crude was purified by prep HPLC to afford the title compound. LC-MS (M+H=464, obsd=464). 1H NMR (400 MHz, DMSO-d6) δ 8.49-8.39 (m, 1H), 8.10-8.01 (m, 1H), 7.96 (s, 1H), 7.93-7.85 (m, 1H), 7.50 (t, J=8.9 Hz, 1H), 6.69-6.61 (m, 2H), 4.30 (q, J=5.4, 4.7 Hz, 2H), 2.71-2.62 (m, 2H), 3.93 (d, J=12.5 Hz, 2H), 3.54 (q, J=6.3, 5.8 Hz, 4H), 3.33 (t, J=12.5 Hz, 3H), 3.11 (q, J=5.3, 4.0 Hz, 2H), 2.33 (dd, J=28.0, 11.5 Hz, 6H), 1.54 (q, J=6.7, 6.0 Hz, 3H).

Provenance & Evidence