Cesium carbonate → HCID 85470479, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 2-{[4-(4-acetylpiperazin-1-yl)-2-fluorophenyl]methyl}-3-methyl-1λ6,2,6-thiadiazinane-1,1-dione (200 mg, 0.52 mmol), PhI (212 mg, 1.04 mmol), Pd2(dba)3 (48 mg, 0.052 mmol), Xantphos (60 mg, 0.104 mmol), and Cs2CO3 (170 mg, 1.04 mmol) in 1,4-dioxane (3 mL) was heated at 100° C. in a microwave oven for 1 hour. The reaction mixture was concentrated under reduced pressure. The crude product was purified by preparative HPLC to afford the title compound as light yellow oil (60 mg, 25%). 1H NMR (500 MHz, CDCl3) δ 7.54 (t, 1H), 7.35-7.41 (m, 4H), 7.27-7.29 (m, 1H), 6.69 (dd, 1H), 6.54 (dd, 1H), 4.49 (d, 1H), 4.28-4.35 (m, 2H), 3.90 (td, 1H), 3.76 (t, 2H), 3.61 (t, 2H), 3.53 (td, 1H), 3.14-3.20 (m, 4H), 2.14 (s, 3H), 1.98-2.02 (m, 1H), 1.75-1.78 (m, 1H), 1.25 (d, 3H); LCMS (ESI): m/z=461.7 [M+H]+.

Provenance & Evidence