Potassium Phosphate, Tribasic → HCID 67385389, compound

Temperature

100 °C

A dimethylformamide solution (2 ml) of the obtained (3-bromo-4-fluoro-phenyl)-morpholin-4-yl-methanone crude product (56.1 mg), bis-(4-methoxy-benzyl)-[5-(2-morpholin-4-yl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)-pyrimidin-2-yl]-amine (70.0 mg, 0.130 mmol), palladium acetate (2.9 mg, 0.013 mmol), X-Phos (12.4 mg, 0.0261 mmol) and potassium phosphate (55.1 mg, 0.260 mmol) was degassed under ultrasonic irradiation, followed by stirring at 100° C. for 6 hours under a nitrogen atmosphere. The reaction mixture was cooled to room temperature, followed by dilution with dichloromethane (10 ml), which was washed with saturated aqueous sodium chloride solution (10 ml). The organic layer was dried over sodium sulfate, followed by concentration under reduced pressure, and the residue was purified by silica gel column chromatography (dichloromethane/methanol=50/1), to obtain [3-(4-{2-[bis-(4-methoxy-benzyl)-amino]-pyrimidin-5-yl}-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl)-4-fluoro-phenyl]-morpholin-4-yl-methanone as a pale brown solid (90.0 mg, 93%).

1. temperatureThe reaction mixture was cooled to room temperature
2. washwas washed with saturated aqueous sodium chloride solution (10 ml)
3. dry with materialThe organic layer was dried over sodium sulfate
4. concentrationfollowed by concentration under reduced pressure
5. customthe residue was purified by silica gel column chromatography (dichloromethane/methanol=50/1)

ORD record

ord-a889450fecaa47d39e99d531713cf466

Source dataset

uspto-grants-2011_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08022205B2