Potassium Phosphate, Tribasic → HCID 89785207, compound

Participants

Reaction Conditions

Reaction Steps

A glass microwave reaction vessel was charged with 8-bromo-2-(tert-butylamino)-3-(2-(methylsulfonyl)ethyl)quinazolin-4(3H)-one (516c; 88 mg, 0.219 mmol) and (R)-6-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyrrolo[3,4-b]pyrrol-4(1H)-one (705) (86 mg, 0.262 mmol) in 1,4-dioxane (1.0 mL)/water (0.2 mL) followed by potassium phosphate (0.054 mL, 0.656 mmol) and XPhos precatalyst II (8.6 mg, 10.94 μmol, Sigma Aldrich). The reaction mixture was stirred and heated in an oil bath at 45° C. for 6 h, then cooled to RT. The mixture was diluted with water (25 mL) and the suspension was filtered and the solid was further purified with silica gel chromatography (eluted with 0-4% MeOH in DCM) to give (R)-2-(tert-butylamino)-8-(6-methyl-4-oxo-1,4,5,6-tetrahydropyrrolo[3,4-b]pyrrol-2-yl)-3-(2-(methylsulfonyl)ethyl)quinazolin-4(3H)-one (72 mg, 0.157 mmol, 72% yield) as a light yellow solid. MS (ESI, pos. ion) m/z: 458 (M+1); 1H NMR (400 MHz, DMSO-d6) δ ppm 11.86 (1H, s), 7.89 (2H, d, J=7.8 Hz), 7.61 (1H, s), 7.20 (1H, t, J=7.7 Hz), 6.71 (1H, d, J=1.4 Hz), 6.09 (1H, s), 4.47-4.62 (3H, m), 3.56 (2H, t, J=6.7 Hz), 3.12 (3H, s), 1.49 (9H, s), 1.37 (3H, d, J=6.7 Hz).

Provenance & Evidence