1-Methylpiperazine → HCID 68983654, compound

Participants

Reaction Steps

N-Cyclopropyl-N-{1-[3-(4-methylpiperazin-1-yl)hexanoyl]piperidin-4-yl}-3-trifluoromethylbenzenesulfonamide (31) was prepared by reacting N-cyclopropyl-N-(1-hex-2-enoyl-piperidin-4-yl)-3-trifluoromethyl-benzenesulfonamide (30) (250 mg, 0.56 mmol) and N-methyl-piperazine (2 mL) as described in Example 26 above. The residue was chromatographed over flash silica eluting with ethyl acetate:methanol:ammonia (100:10:1) to give the title compound 31 (120 mg, 40%) as a white solid. LC: 100%. MS: m/z=545.3, 546.3 (M+H). 1H NMR (400 MHz, CDCl3): (1:1 mixture of rotamers) δ 8.14 (1H, s), 8.07 (1H, d, J=7.5 Hz), 7.88 (1H, d, J=7.5 Hz), 7.70 (1H, t, J=7.5 Hz), 4.74 (1H, d, J=13 Hz), 4.09 (1H, t, J=13 Hz), 3.95 (1H, d, J=13 Hz), 3.08 (2H, m), 2.67-2.33 (9H, m), 2.26 (3H, s), 2.15 (1H, dd, J=8.8 Hz), 1.96 (1H, m), 1.85-1.65 (3H, m), 1.52-1.22 (4H, m), 0.98 (1H, m), 0.98-0.70 (6H, m).

Provenance & Evidence