Hydrochloric Acid → 4-(Benzyloxy)-1-(9-methyl-5,7,8,9-tetrahydro-6H-pyrido[3',4':4,5]pyrrolo[2,3-b]pyridin-2-yl)pyridin-2(1H)-one hydrochloride

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Reaction Steps

A solution of 4-(benzyloxy)-1-(9-methyl-5,7,8,9-tetrahydro-6H-pyrido[3′,4′:4,5]pyrrolo[2,3-b]pyridin-2-yl)pyridin-2(1H)-one (0.24 g, 0.62 mmol) in MeOH (2.0 mL) was treated with 1.25 M HCl in MeOH (0.67 mL, 0.84 mmol), and the resulting solution was stirred at ambient temperature for 3 h. The solution was concentrated to dryness, diluted with H2O and lyophilized to yield the title compound (0.16 g, 60%) as an off-white powder: 1H NMR (500 MHz, DMSO-d6) δ 8.53 (br s, 1H), 8.02 (d, J=8.0 Hz, 1H), 7.81 (d, J=7.5 Hz, 1H), 7.49-7.41 (m, 4H), 7.40-7.32 (m, 2H), 6.17 (dd, J=7.5, 2.5 Hz, 1H), 5.99 (d, J=2.5 Hz, 1H), 5.17 (s, 2H), 4.27 (s, 2H), 3.70 (s, 3H), 3.46 (t, J=5.5 Hz, 2H), 3.05 (t, J=5.5 Hz, 2H); ESI MS m/z 387 [M+H]+; HPLC (Method A)>99% (AUC), tR=13.5 min.

Provenance & Evidence