8-bromo-N-tert-butyl-N-methylquinazolin-2-amine → 2-(2-(tert-butyl(methyl)amino)quinazolin-8-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one

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Reaction Steps

2-(2-(tert-butyl(methyl)amino)quinazolin-8-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (8 mg, 22% yield) as a yellow crystalline solid was prepared according to the procedure described for Example 370, using 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (609) (146 mg, 0.56 mmol), and 8-bromo-N-(tert-butyl)-N-methylquinazolin-2-amine (377a) (30 mg, 0.10 mmol) as the starting materials. 1H NMR (400 MHz, CDCl3) δ ppm 12.87 (1H, br. s.), 9.04 (1H, s), 8.07 (1H, dd, J=7.5, 1.3 Hz), 7.52 (1H, dd, J=7.8, 1.2 Hz), 7.23-7.30 (1H, m), 7.11 (1H, d, J=2.0 Hz), 5.40 (1H, br. s.), 3.66 (2H, td, J=6.8, 2.5 Hz), 3.37 (3H, s), 2.98 (2H, t, J=6.8 Hz), 1.67 (9H, s). m/z (ESI, +ve ion) 350.1 (M+H)+.

Provenance & Evidence