Potassium Phosphate, Tribasic → 1-(1-acetyl-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl)-3-(2-amino-6-quinazolinyl)-4-methyl-2(1H)-pyridinone

Participants

Reaction Conditions

Reaction Steps

To a resealable tube charged with potassium phosphate (0.588 g, 2.77 mmol), 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)quinazolin-2-amine (0.275 g, 1.02 mmol), 1-(1-acetyl-3,3-dimethylindolin-6-yl)-3-iodo-4-methylpyridin-2(1H)-one (0.390 g, 0.924 mmol), S-Phos (0.0227 g, 0.0554 mmol), and palladium acetate (0.0104 g, 0.0462 mmol) was added isopropyl alcohol (6.0 mL) and water (2 mL). The mixture was heated at 75° C. After 5 hrs, the mixture was diluted with EtOAc and water. The organic fraction was washed with brine and dried with sodium sulfate. After concentration in vacuo, the resulting solid was adsorbed onto silica gel and purified by silica gel chromatography using 2-10% MeOH in CH2Cl2 to afford 1-(1-acetyl-3,3-dimethyl-2,3-dihydro-1H-indol-6-yl)-3-(2-amino-6-quinazolinyl)-4-methyl-2(1H)-pyridinone as a white solid. M+H+=440.2.

Provenance & Evidence