Cesium carbonate → HCID 57442339, compound

Participants

Reaction Conditions

Reaction Steps

In a sealed tube, place 1-(3-bromophenyl)-4-[2-(4-cyclobutylpiperazin-1-yl)-2-oxoethyl]piperazine (150 mg, 0.355 mmol), 2-pyrrolidone (90 mg, 1.07 mmol), Cs2CO3 (346 mg, 1.065 mmol), xantphos (20 mg, 0.036 mmol), and Pd2dba3 (32 mg, 0.355 mmol). Add dioxane (6 mL) and degas the mixture with N2. Seal the tube and heat at 120° C. overnight. Cool and partition between EtOAc (50 mL) and 1N NaOH (50 mL). Extract with EtOAc (2×50 mL). Combine, dry and evaporate the organic extracts. Purify the crude product by PTLC eluting with EtOAc/MeOH/TEA(95:5:5) to yield the title compound. 1H NMR (CDCl3) δ 7.48 (d, 2H) 6.3 (d, 2H), 3.84 (t, 2H), 3.66 (br m, 4H), 3.25 (s, 2H), 3.18 (t, 4H), 2.76-2.57 (m, 7H), 2.35-2.30 (m, 4H), 2.20-2.02 (m, 4H), 1.98-1.86 (m, 2H), 1.77-1.68 (m, 2H); LC-MS (M+1) 426.09.

Provenance & Evidence