Water → HCID 178432142, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(3-fluoro-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (445a, 10 mg, 0.33 mmol), DIEA (0.29 mL, 1.68 mmol), and guanidine hydrochloride (0.025 mL, 0.37 mmol) in DMSO (3 mL) was stirred at 70° C. for 24 h. The reaction mixture was cooled, H2O was added, and extracted with DCM (3×). The extracts were dried over Na2SO4, concentrated and purified by reverse phase HPLC. The pure fractions were concentrated, dissolved in MeOH, and neutralized by Stratosphere SPE (PL-HCO3 MP-resin) to give the title compound (12 mg, 11%). 1H NMR (400 MHz, DMSO-d6) δ ppm 11.73 (1H, br. s.), 9.95 (1H, br. s.), 8.53-8.39 (3H, br. s.), 7.84 (1H, br. s.), 7.73 (1H, br. s.), 7.02 (1H, br. s.), 6.77 (1H, s), 3.38-3.52 (2H, t, J=6.8 Hz), 2.87 (2H, t, J=6.8 Hz), 2.73 (3H, s). m/z (ESI, +ve) 336 (M+H)+.

Provenance & Evidence