Neopentylamine → HCID 71731274, compound

Participants

Reaction Conditions

Reaction Steps

Prepared similar 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; 40 mg, 0.090 mmol) and 2,2-dimethylpropan-1-amine (TCI America, Portland, Oreg.; 0.032 mL, 0.271 mmol) in DMSO (0.8 mL), heating at 80° C. for 2 h. Chromatographic purification (silica gel, 0-100% EtOAc/hexanes, then 0-10% MeOH/DCM) furnished 2-(2-methyl-3-(neopentylamino)quinoxalin-5-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (31.4 mg, 0.086 mmol, 96% yield) as a yellow solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 12.05 (1H, br. s.), 7.85 (1H, dd, J=7.7, 0.8 Hz), 7.55 (1H, dd, J=8.0, 0.9 Hz), 7.30 (1H, t, J=7.7 Hz), 7.21 (1H, d, J=2.2 Hz), 7.02 (1H, t, J=6.4 Hz), 6.92 (1H, br. s.), 3.41-3.48 (4H, m), 2.88 (2H, t, J=6.8 Hz), 2.57 (3H, s), 0.99 (9H, s). m/z (ESI, +ve) 364.2 (M+H)+.

Provenance & Evidence