Pentanoyl chloride, 4-methyl- → 4-Methyl-pentanoic acid {4-[4-(ethylcarbamoyl-phenyl-methyl)-piperazin-1-yl]-3-fluoro-phenyl}-amide

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A solution of 2-[4-(4-amino-2-fluoro-phenyl)-piperazin-1-yl]-N-ethyl-2-phenyl-acetamide (44 mg, 0.12 mmol) in DCM (2 mL) was treated with 4-methylvaleroyl chloride (20 mg, 0.15 mmol) followed by TEA (21 μL, 0.15 mmol). After 16 h, the mixture was purified directly by PTLC to give a beige solid (53 mg, 94%). MS (ESI): mass calcd. for C26H35FN4O2, 454.59; m/z found, 455.5 [M+H]+. 1H NMR (CDCl3): 7.38-7.28 (m, 5H), 7.10-7.04 (m, 2H), δ 7.00 (br s, 1H), 6.86 (t, J=9.0, 1H), 3.88 (s, 1H), 3.40-3.31 (m, 3H), 3.07-3.06 (m, 4H), 2.61-2.57 (m, 4H), 2.34-2.31 (m, 3H), 1.62-1.59 (m, 2H), 1.16 (t, J=7.2, 3H), 0.93 (d, J=6.1, 6H).

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