Hydrochloric Acid → 2-(4-Chlorophenyl)-5-(1-(2-(pyrrolidine-1-yl)ethyl)-1H-indazol-5-yl)furo[3,2-c]pyridine-4(5H)-one Hydrochloride

Participants

Reaction Steps

A solution of 2-(4-chlorophenyl)-5-(1-(2-(pyrrolidine-1-yl)ethyl)-1H-indazol-5-yl)furo[3,2-c]pyridine-4(5H)-one (6.7 mg, 0.014 mmol) in CDCl3 (0.7 mL) was treated with anhydrous HCl in diethyl ether (14.5 μL, 0.014 mmol, 1.0 M). After stirring at ambient temperature for one hour, the reaction mixture was concentrated, dissolved in CH3CN and H2O, partially concentrated, then lyophilized to yield the title compound (6.5 mg, 91%) as a light yellow solid: 1H NMR (500 MHz, DMSO-d6) δ 9.81 (br s, 0.5H), 8.28 (s, 1H), 7.92-7.89 (m, 4H), 7.68 (d, J=7.5 Hz, 1H), 7.63 (s, 1H), 7.56 (d, J=8.5 Hz, 2H), 7.53 (dd, J=9.0, 1.5 Hz, 1H), 6.91 (d, J=7.5 Hz, 1H), 4.86 (t, J=6.0 Hz, 2H), 3.76 (t, J=6.0 Hz, 2H), 3.57-3.56 (m, 2H), 3.11-3.07 (m, 2H), 2.01 (br m, 2H), 1.87-1.84 (br m, 2H); ESI MS m/z 459 [M+H]+; HPLC (Method A) 97.0% (AUC), tR=17.0 min.

Provenance & Evidence