Potassium Phosphate, Tribasic → bis-(4-methoxy-benzyl)-[5-(2-morpholin-4-yl-7-pyridin-4-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)-pyrimidin-2-yl]-amine

Participants

Reaction Conditions

Reaction Steps

To 4-chloro-2-morpholin-4-yl-7-pyridin-4-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine (119 mg, 0.374 mmol) obtained from Step C, bis-(4-methoxybenzyl)-[5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrimidin-2-yl]amine (207 mg, 0.449 mmol), palladium acetate (4.2 mg, 0.0187 mmol), S-Phos (15 mg, 0.0374 mmol) and potassium phosphate (159 mg, 0.748 mmol), dimethylformamide (3 ml) was added, followed by being degassed under ultrasonic irradiation. This was stirred at 100° C. for 5 hours, followed by extraction with ethyl acetate with the addition of water, and the organic layer was washed with brine. After drying over anhydrous sodium sulfate, concentration was carried out under reduced pressure, followed by purification by silica gel column chromatography (dichloromethane/methanol=100/1 to 40/1), to obtain bis-(4-methoxy-benzyl)-[5-(2-morpholin-4-yl-7-pyridin-4-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)-pyrimidin-2-yl]-amine (199 mg, yield 87%).

Provenance & Evidence