Diisopropylethylamine → HCID 89783605, 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; 67 mg, 0.226 mmol), methanamine hydrochloride (30.5 mg, 0.452 mmol; Sigma-Aldrich), and DIPEA (197 μl, 1.131 mmol), heating at 100° C. for 3 h. Purification by silica gel (100% DCM to 5% 2 M NH3 in MeOH/DCM) provided 2-(2-methyl-3-(methylamino)quinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (16% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 2.53 (s, 3H) 2.88 (t, J=6.85 Hz, 2H) 3.05 (d, J=4.50 Hz, 3H) 3.43 (td, J=6.80, 2.25 Hz, 2H) 6.94-6.98 (m, 1H) 7.13 (d, J=1.96 Hz, 1H) 7.32 (t, J=7.73 Hz, 1H) 7.37-7.43 (m, 1H) 7.58 (d, J=6.85 Hz, 1H) 7.90 (d, J=6.46 Hz, 1H) 12.24 (br. s., 1H). MS (ESI, pos. ion) m/z: 308.1 (M+1).

Provenance & Evidence