2-Amino-2-methyl-1-propanol → HCID 71731273, 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; 48 mg, 0.162 mmol) and 2-amino-2-methylpropan-1-ol (31.1 μl, 0.324 mmol, Sigma-Aldrich), heating at 100° C. for 1.5 h. Purification by silica gel (100% DCM to 6% MeOH/DCM) provided 2-(3-((1-hydroxy-2-methylpropan-2-yl)amino)-2-methylquinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (17% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.52 (s, 6H) 2.56 (s, 3H) 2.88 (t, J=6.94 Hz, 2H) 3.45 (td, J=6.80, 2.45 Hz, 2H) 3.66 (d, J=5.28 Hz, 2H) 5.15 (t, J=5.58 Hz, 1H) 5.87 (s, 1H) 6.96 (br. s., 1H) 7.03 (d, J=2.15 Hz, 1H) 7.35 (t, J=7.82 Hz, 1H) 7.59 (dd, J=8.02, 1.37 Hz, 1H) 7.84 (dd, J=7.43, 1.37 Hz, 1H) 12.03 (br. s., 1H). MS (ESI, pos. ion) m/z: 366.0 (M+1).

Provenance & Evidence