Toluene → HCID 89784721, 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; 61 mg, 0.206 mmol), pyridin-2-amine (97 mg, 1.029 mmol, Aldrich), and KHMDS in toluene (2059 μl, 1.029 mmol) stirring at 22° C. for 1 h. Purification by silica gel (100% DCM to 8% MeOH/DCM) provided 2-(2-methyl-3-(pyridin-2-ylamino)quinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (9% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 2.80 (s, 3H) 2.85 (t, J=6.75 Hz, 2H) 3.44 (dt, J=6.85, 3.42 Hz, 2H) 5.86 (br. s., 1H) 6.99 (br. s., 1H) 7.06 (s, 1H) 7.15 (t, J=5.97 Hz, 1H) 7.53 (t, J=7.82 Hz, 1H) 7.70 (d, J=8.22 Hz, 1H) 7.78-7.83 (m, 1H) 7.86 (dd, J=7.04, 1.76 Hz, 1H) 8.02 (d, J=7.24 Hz, 1H) 8.52 (d, J=3.52 Hz, 1H) 9.32 (s, 1H). MS (ESI, pos. ion) m/z: 371.1 (M+1).

Provenance & Evidence