Hydrochloric Acid → 4-(Benzyloxy)-1-(1-(2-(pyrrolidin-1-yl)ethyl)-1H-indazol-5-yl)pyridin-2(1H)-one hydrochloride

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Reaction Steps

A suspension of 4-(benzyloxy)-1-(1-(2-(pyrrolidin-1-yl)ethyl)-1H-indazol-5-yl)pyridin-2(1H)-one (20 mg, 0.049 mmol) in ethyl acetate (1 mL) was treated with anhydrous HCl in Et2O (0.05 mL, 1.0 M). After stirring for 10 min, the solid was isolated by filtration, washed with Et2O, and dried under vacuum to give the title compound (24 mg, quantitative) as an off-white powder: mp 200-202° C. dec; 1H NMR (500 MHz, DMSO-d6) δ 10.42 (s, 1H), 8.23 (s, 1H), 7.86 (d, J=8.8 Hz, 1H), 7.79 (s, 1H), 7.61 (d, J=7.6 Hz, 1H), 7.48-7.36 (m, 6H), 6.12 (dd, J=7.6, 2.6 Hz, 1H), 5.99 (d, J=2.6 Hz, 1H), 5.16 (s, 2H), 4.85 (br m, 2H), 3.70 (br m, 2H), 3.51 (br m, 2H), 3.01 (br m, 2H), 1.97 (br m, 2H), 1.84 (br m, 2H); ESI MS m/z 415 [M+H]+.

Provenance & Evidence