1-Acetylpiperazine → HCID 86690642, compound

Participants

Reaction Conditions

Reaction Steps

In a vial, N-[(4-bromo-2-fluoro-phenyl)methyl]-1-phenyl-N-(2,2,2-trifluoroethyl)methanesulfonamide (Example 2, step 2) (100 mg; 0.22 mmol), palladium(II) acetate (3 mg, 0.011 mmol), 2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl (11 mg, 0.022 mmol) and sodium tert-butoxide (34 mg, 0.34 mmol) were weighed out and the vial was purged with nitrogen. 1,4-Dioxane (1 mL) and 1-piperazin-1-ylethanone (45 mg, 0.34 mmol) were then added and the reaction was stirred at 100° C. for 16 hours. The reaction was then filtered through diatomaceous earth, concentrated and purified by preparative reverse phase HPLC to yield 43 mg of N-(4-(4-acetylpiperazin-1-yl)-2-fluorobenzyl)-1-phenyl-N-(2,2,2-trifluoroethyl)methanesulfonamide. 1H NMR (400 MHz, DMSO) δ 7.44-7.34 (m, 5H), 7.27 (t, J=8.8 Hz, 1H), 6.83-6.71 (m, 2H), 4.53 (s, 2H), 4.34 (s, 2H), 3.86 (q, J=9.4 Hz, 2H), 3.63-3.52 (m, 4H), 3.24-3.20 (m, 2H), 3.18-3.11 (m, 2H), 2.03 (s, 3H); LCMS (m/z) ES+ 488.1 [M+1]+.

Provenance & Evidence