8-Bromo-3-cyclopropyl-7-fluoro-2-((1-methylcyclobutyl)amino)quinazolin-4(3H)-one → (R)-3-Cyclopropyl-7-fluoro-8-(6-methyl-4-oxo-1,4,5,6-tetrahydropyrrolo[3,4-b]pyrrol-2-yl)-2-((1-methylcyclopropyl)amino)quinazolin-4(3H)-one

Participants

Reaction Steps

(R)-3-Cyclopropyl-7-fluoro-8-(6-methyl-4-oxo-1,4,5,6-tetrahydropyrrolo[3,4-b]pyrrol-2-yl)-2-((1-methylcyclopropyl)amino)quinazolin-4(3H)-one (78 mg, 50% yield) as a light yellow solid was prepared according to the procedure described for Example 495, using 8-bromo-3-cyclopropyl-7-fluoro-2-((1-methylcyclobutyl)amino)quinazolin-4(3H)-one (498a; 137 mg, 0.37 mmol) and boronic ester 705 (147 mg, 0.45 mmol) as starting material. MS (ESI, pos. ion) m/z: 422 (M+1); 1H NMR (400 MHz, DMSO-d6) δ ppm 12.23 (1H, s), 7.86 (1H, dd, J=8.8, 6.3 Hz), 7.66 (1H, s), 6.98-7.14 (2H, m), 6.51 (1H, d, J=1.8 Hz), 4.57 (1H, q, J=6.6 Hz), 2.72-2.84 (1H, m), 2.35-2.44 (2H, m), 2.06 (2H, dt, J=12.3, 6.1 Hz), 1.78-1.91 (2H, m), 1.59 (3H, s), 1.39 (3H, d, J=6.7 Hz), 1.16-1.31 (2H, m), 0.75-0.83 (2H, m).

Provenance & Evidence