Potassium Phosphate, Tribasic → HCID 67385929, compound

Participants

Reaction Steps

4-{2-[Bis-(4-methoxy-benzyl)-amino]-pyrimidin-5-yl}-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidine-7-carboxylic acid (3-iodo-phenyl)-amide (48 mg) obtained in Step A, 1-ethyl-piperazine (77.5 μl), tris(dibenzylideneacetone)dipalladium (5.5 mg), S-Phos (5.0 mg) and potassium phosphate (26.0 mg) were stirred in DMF (5 ml) at 100° C. for 3 hours. To this, water was added, to filter the solid, which was dissolved in dichloromethane, followed by drying over sodium sulfate. After the sodium sulfate was filtered off, the solvent was distilled off under reduced pressure, followed by purification by silica gel column chromatography (dichloromethane/methanol=100/1 to 20/1), to obtain 4-{2-[bis-(4-methoxy-benzyl)-amino]-pyrimidin-5-yl}-2-morpholin-4-yl-5,6-dihydro-pyrrolo[2,3-d]pyrimidine-7-carboxylic acid [3-(4-ethyl-piperazin-1-yl)-phenyl]-amide as a crude product. To this compound (23.1 mg), N-Acetylcysteine (10 mg) was added, followed by refluxing in TFA (1 ml) for 6 hours. TFA was distilled off, followed by purification by silica gel column chromatography (dichloromethane/2M-ammonia methanol=1/0 to 20/1), and further the resulting solid was washed with saturated sodium hydrogencarbonate aqueous solution (3 ml), water (3 ml) and acetonitrile (3 ml), to obtain the desired compound (D-81) as a yellow solid (12.5 mg, 79%).

Provenance & Evidence