1,2-Dichloroethane → HCID 58870811, compound

Participants

Reaction Steps

To a mixture of [4-(4-amino-2-chloro-phenyl)-piperazin-1-yl]-phenyl-acetic acid methyl ester (25 mg, 0.07 mmol), 2-methyl-benzoic acid (19 mg, 0.14 mmol), EDC (27 mg, 0.14 mmol), and HOBt (19 mg, 0.14 mmol) in DCM (5 mL) was added N-methylmorpholine (77 μL, 0.70 mmol). After 16 h, the mixture was diluted with satd. aq. NaHCO3 (10 mL) and extracted with DCM (75 mL). The organic fraction was washed with brine, dried (Na2SO4), and concentrated. The residue was purified by SiO2 column chromatography to provide the title compound (16 mg, 46%). MS (ESI): mass calcd. for C27H28ClN3O3, 477.18. m/z found, 478.4 [M+H]+. 1H NMR (CDCl3): 7.76-7.60 (m, 1H), 7.51-7.23 (m, 8H), 7.22-7.15 (m, 2H), 6.97 (d, J=8.7, 1H), 3.66 (s, 3H), 3.15-2.93 (m, 5H), 2.85-2.49 (m, 4H), 2.42 (s, 3H).

Provenance & Evidence