Azetidine → HCID 89784458, compound

Participants

Reaction Conditions

Reaction Steps

Prepared similar to that described in Example 131 using 2-(3-fluoro-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (Example 126; 38.0 mg, 0.090 mmol) and azetidine (Aldrich; 0.018 mL, 0.269 mmol) in DMSO (0.8 mL), heating at 60° C. for 40 min. Chromatographic purification (silica gel, 0-100% EtOAc/hexanes, then 0-10% MeOH/DCM) furnished 2-(3-(azetidin-1-yl)-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (13.3 mg, 0.040 mmol, 44% yield) as a yellow solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 12.05 (1H, br. s.), 7.91 (1H, dd, J=7.5, 1.1 Hz), 7.59 (1H, dd, J=7.8, 1.0 Hz), 7.36 (1H, t, J=7.7 Hz), 7.14 (1H, d, J=2.2 Hz), 6.96 (1H, s), 4.41 (4H, t, J=7.6 Hz), 3.42 (2H, td, J=6.6, 2.1 Hz), 2.87 (2H, t, J=7.0 Hz), 2.60 (3H, s), 2.35-2.45 (2H, m). m/z (ESI, +ve) 334.1 (M+H)+.

Provenance & Evidence