Dichloromethane → N-(8-Morpholino-5-(6-(piperazin-1-yl)pyridin-3-yl)imidazo[1,2-a]pyrazin-2-yl)quinoline-2-carboxamide hydrochloric acid salt

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Reaction Steps

To a solution of compound 21d (170 mg, 0.26 mmol) in DCM (6.8 mL), TFA (2.2 mL) was added. The resulting mixture was stirred at rt for 1 h and concentrated under reduced pressure. The residue obtained was dissolved in MeOH (20 mL) and passed through a MeOH pre-washed Bio-Rad AG-2X8 Cl-exchange column (50 g). The eluent was concentrated and dried under reduced pressure to obtain the title compound 125. 1H-NMR (400 MHz, DMSO-d6) δ (ppm): 11.11 (s, 1H), 9.19 (br. s., 2H), 8.66 (d, J=8.2 Hz, 1H), 8.43 (d, J=2.3 Hz, 1H), 8.29 (d, J=8.6 Hz, 1H), 8.20 (d, J=8.6 Hz, 1H), 8.10-8.16 (m, 2H), 8.00 (dd, J=8.8, 2.5 Hz, 1H), 7.91-7.97 (m, 1H), 7.78 (t, J=8.0 Hz, 1H), 7.45 (s, 1H), 7.20 (d, J=9.0 Hz, 1H), 4.22 (d, J=3.9 Hz, 4H), 3.87-3.94 (m, 4H), 3.79-3.86 (m, 4H), 3.24 (none, 4H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C29H29N9O2: 536.2 (M+H). Found 536.3.

Provenance & Evidence