Ammonium Hydroxide → HCID 89783894, compound

Participants

Reaction Conditions

Reaction Steps

Prepared similarly 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; 51 mg, 0.172 mmol) and NH4OH (670 μl, 17.21 mmol) in propan-2-ol (1.7 ml) and heating in a microwave reactor (Biotage Initiator) at 120° C. for 10 min. Purification by silica gel (100% DCM to 5% MeOH/DCM) provided 2-(3-amino-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (61% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 2.52 (s, 3H) 2.94 (t, J=6.85 Hz, 2H) 3.44 (td, J=6.80, 2.25 Hz, 2H) 6.94 (br. s., 1H) 6.98 (d, J=2.15 Hz, 1H) 7.15 (br. s., 2H) 7.29 (t, J=7.82 Hz, 1H) 7.54 (dd, J=8.02, 0.98 Hz, 1H) 7.91 (dd, J=7.53, 1.08 Hz, 1H) 12.45 (br. s., 1H). MS (ESI, pos. ion) m/z: 294.0 (M+1).

Provenance & Evidence