反应详情

[4-(4-Bromophenyl)-pyrimidin-2-yl]-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine (116 mg; 0.3 mmol) in THF/isopentane (3 ml/0.6 ml) was cooled to −100° C. nBuLi (1.6M in hexane, 0.56 ml; 0.9 mmol) was added within 5 minutes and the reaction mixture stirred for 15 minutes at this temperature. N-methyl-4-piperidone (71 μl, 0.6 mmol) was added in THF (71 μl), the reaction mixture stirred for 10 minutes at −100° C., poured on water and extracted three times with EtOAc. The combined organic phases were dried over sodium sulfate, filtered, evaporated to dryness and purified via chromatography on silicagel (EtOAc/MeOH/ammonia:90/9/1 to 80/18/2) to give the title compound as a white solid. Yield: 25 mg (17%).

1. additionwas added within 5 minutes
2. stirringthe reaction mixture stirred for 10 minutes at −100° C.
3. additionpoured on water
4. extractionextracted three times with EtOAc
5. dry with materialThe combined organic phases were dried over sodium sulfate
6. filtrationfiltered
7. customevaporated to dryness
8. custompurified via chromatography on silicagel (EtOAc/MeOH/ammonia:90/9/1 to 80/18/2)