Cesium carbonate → HCID 86646542, compound

Participants

Reaction Steps

A mixture of 1-Boc-3-oxopiperazine (1.0 eq.), 2-bromo-4-(trifluoromethyl)pyridine (1.5 eq.) and Cs2CO3(1.5 eq.) in 1,4-dioxane (0.5M) was degassed under Argon flow for 30 min, then Pd(OAc)2(0.1 eq.) and Xantphos (0.15 eq.) were added, the vial was sealed and stirring was continued at 110° C. for 18 hr. Reaction mixture was diluted with EtOAc and filtered through a pad of SolcaFloc® 200 FCC. After removal of the solvent, the crude product was purified by flash column chromatography on silica gel using 10-40% EtOAc/Petroleum ether as eluent to afford the desired product I1 as yellow solid (92% yield). 1H NMR (400 MHz, CDCl3, 300K) δ 8.57 (1H, d, J=4.8 Hz), 8.40 (1H, bs), 7.32 (1H, d, J=4.8 Hz), 4.31 (2H, s), 4.17 (2H, t, J=5.3 Hz), 3.76 (2H, t, J=5.3 Hz), 1.50 (9H, s). MS (ES) C15H18F3N3O3 requires: 345, found: 346 (M+H)+.

Provenance & Evidence