Morpholine → HCID 59244360, compound

Participants

Reaction Steps

To a 4-(4-{2-[bis-(4-methoxy-benzyl)-amino]-pyrimidin-5-yl}-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl)-3-fluoro-benzoic acid (120 mg, 0.177 mmol) obtained in Step A in 1-D-21, WSCI (68 mg, 0.35 mmol), HOBt (24 mg, 0.15 mmol) and morpholine (31 μl, 0.35 mmol), dichloromethane (4 ml) was added, followed by stirring for 1 hour. The reaction mixture was washed with water, and subsequently dried over sodium sulfate. The drying agent was removed, followed by concentration and drying. To this, TFA (2 ml) was added, followed by stirring at 80° C. for 4 hours. After TFA was removed under reduced pressure, dichloromethane was added, followed by washing with aqueous sodium hydrogencarbonate solution. The organic layer was dried over sodium sulfate, filtered and concentrated, to obtain a crude product. Purification by silica gel column chromatography (dichloromethane/methanol=10/1) afforded {4-[4-(2-amino-pyrimidin-5-yl)-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidin-7-yl]-3-fluoro-phenyl}-morpholin-4-yl-methanone as a colorless solid (86 mg, 96%).

Provenance & Evidence