Tetrafluoro-m-phenylenediamine dihydrochloride → 1-(5-Methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indol-7-yl)-4-phenethylpiperazin-2-one dihydrochloride

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Reaction Steps

tert-Butyl 5-methyl-7-(2-oxo-4-phenethylpiperazin-1-yl)-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate (180 mg, 0.368 mmol) was deprotected and converted to the dihydrochloride salt according to Example 2 (step g) to provide the title compound (134 mg, 94%) as an off-white solid: 1H NMR (500 MHz, CD3OD) δ 7.59 (d, J=8.3 Hz, 1H), 7.46 (d, J=1.5 Hz, 1H), 7.40-7.33 (m, 4H), 7.32-7.28 (m, 1H), 7.08-7.07 (dd, J=8.3, 1.7 Hz, 1H), 4.45 (s, 2H), 4.28-4.16 (m, 2H), 4.16-4.01 (m, 2H), 3.95-3.76 (m, 2H), 3.72 (s, 3H), 3.63-3.55 (m, 4H), 3.27-3.16 (m, 2H), 3.13-3.08 (m, 2H); ESI MS m/z 389 [M+H]+; HPLC (Method B)>99% (AUC), tR=10.1 min.

Provenance & Evidence