Potassium Phosphate, Tribasic → HCID 53257453, compound

Participants

Reaction Steps

1.739 g 2-[3-(6-Chloro-pyrimidin-4-ylamino)-benzyl]-isoindole-1,3-dione (prepared in Example 67) (4.79 mmol) was suspended in 50 cm3 abs. DMF and the flask was filled with argon properly. 347 mg Tetrakis(thriphenylphosphine) palladium[0] (0.3 mmol) was added and the mixture was stirred at room temperature for 30 minutes. Then 968 mg 2-methoxyphenyl-boronic acid (6.50 mmol) and 2.123 g K3PO4 (3 mmol) was added. The mixture was ferluxed for 6 hours while slow argon flow was being applied. The reaction mixture was evaporated under reduced pressure, 150 cm3 5% NaHCO3 solution was added and it was extracted three times with 100-100 cm3 of ethyl-acetate. The combined organic layer was washed with brine, dried over MgSO4, decolorized with activated carbon and evaporated under reduced pressure. The residual oil was chromatographed on silica gel eluting with chloroform containing 1% ethyl-alcohol. The residual solid was recrystallized from minimal amount of acetonitrile and air-dried to give the desired product as a yellow solid. Yield: 1.652 g (79%). For analitical results and compound identification see Table 1.

Provenance & Evidence