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

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Reaction Steps

tert-Butyl 5-methyl-7-(2-oxo-4-(2-(pyridin-2-yl)ethyl)piperazin-1-yl)-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate (210 mg, 0.429 mmol) was deprotected and converted to the dihydrochloride salt according to Example 2 (step g) to provide the title compound (19 mg, 10%) as a yellow solid: 1H NMR (500 MHz, DMSO-d6) δ 12.90-11.93 (br s, 1H), 9.49 (s, 2H), 8.69 (d, J=3.9 Hz, 1H), 8.15-8.06 (m, 1H), 7.71-7.65 (m, 1H), 7.61-7.55 (m, 1H), 7.52 (d, J=8.3 Hz, 1H), 7.42 (d, J=1.5 Hz, 1H), 7.02-7.00 (dd, J=8.4, 1.6 Hz, 1H), 4.30 (s, 2H), 4.05 (s, 2H), 4.04-3.99 (m, 2H), 3.78-3.72 (m, 2H), 3.72-3.62 (m, 5H), 3.53-3.42 (m, 4H), 3.10-3.04 (m, 2H); ESI MS m/z 390 [M+H]+; HPLC (Method B) 97.7% (AUC), tR=11.6 min.

Provenance & Evidence