Diisopropylethylamine → HCID 89784624, 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; 47 mg, 0.159 mmol), 3-methyloxetan-3-amine (27.6 mg, 0.317 mmol; Synthonix, Wake Forest, N.C.), and DIPEA (83 μl, 0.476 mmol), heating at 100° C. for 2.5 h. Purification by silica gel (100% DCM to 6% MeOH/DCM) provided 2-(2-methyl-3-((3-methyloxetan-3-yl)amino)quinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (38% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.80 (s, 3H) 2.57 (s, 3H) 2.89 (t, J=6.85 Hz, 2H) 3.45 (td, J=6.85, 2.35 Hz, 2H) 4.60 (d, J=6.26 Hz, 2H) 4.87 (d, J=6.26 Hz, 2H) 6.95 (br. s., 1H) 7.06 (d, J=2.35 Hz, 1H) 7.34-7.41 (m, 2H) 7.61 (dd, J=8.02, 1.37 Hz, 1H) 7.82 (dd, J=7.63, 1.37 Hz, 1H) 11.66 (br. s., 1H). MS (ESI, pos. ion) m/z: 364.2 (M+1).

Provenance & Evidence