反应详情

温度

110 °C

A mixture of {4-[4-(4-bromo-indol-1-yl)-pyrimidin-2-ylamino]-cyclohexyl}-(4-hydroxy-piperidin-1-yl)-methanone (0.3 g), 4-(4,4,5,5-tetramethyl-1,3,2-dioxa-borolan-2-yl)-pyridine (0.135 g) and Na2CO3 (2 M aq, 0.9 mL, degassed), toluene (12 mL, degassed) and EtOH (3 mL) was added to a screw cap pressure flask. To this was added Pd(PPh3)4 (0.02 g), the flask sealed, and the mixture stirred overnight at 110° C. The reaction mixture was then diluted in water, extracted in DCM, washed with water and brine, dried over Na2SO4, and the solvent stripped to yield an oil. The oil was flash chromatographed on silica, eluting with DCM:1% NH4OH-MeOH (1000:50) to provide (4-hydroxy-piperidin-1-yl)-{4-[4-(4-pyridin-4-yl-indol-1-yl)-pyrimidin-2-ylamino]-cyclohexyl}-methanone (Compound 16, 0.112 g, 30%) as a white powder. Mp=258-259° C.; M+H=497.

1. additionwas added to a screw
2. customcap pressure flask
3. customthe flask sealed
4. extractionextracted in DCM
5. washwashed with water and brine
6. dry with materialdried over Na2SO4
7. customto yield an oil
8. customchromatographed on silica
9. washeluting with DCM