反应详情

To a solution of 7-(1-isopropyl-1H-pyrazol-4-yl)-5-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine (0.191 g, 0.451 mmol) in 2.5 mL of DCM was added 2,2,2-trifluoroacetic acid (1.5 mL, 19.5 mmol) slowly at ambient temperature with stirring under an inert atmosphere. After 4 hours the reaction mixture was concentrated under reduced pressure and then allowed to dry on high vacuum over the weekend. The crude residue was taken up in 5 mL of 1M NaOH and stirred for 10 minutes before solid sodium chloride was added in sufficient amount to saturate the aqueous. The aqueous was then extracted with chloroform and then extracted with 10% MeOH in DCM (50 mL). The organic layers were combined, dried over MgSO4, filtered, and concentrated under reduced pressure. The crude was dissolved in DCM in preparation for silica gel chromatography and a short time later a large amount of precipitate was observed. This solid was collected by means of vacuum filtration and the solid was rinsed with DCM to afford 7-(1-isopropyl-1H-pyrazol-4-yl)-5-(1H-pyrazol-4-yl)imidazo[1,2-c]pyrimidine (0.070 g, 0.239 mmol, 52.9% yield). MS (apci) m/z=294.1 (M+H).

1. concentrationAfter 4 hours the reaction mixture was concentrated under reduced pressure
2. customto dry on high vacuum over the weekend
3. stirringstirred for 10 minutes before solid sodium chloride
4. additionwas added in sufficient amount
5. concentrationto saturate the aqueous
6. extractionThe aqueous was then extracted with chloroform
7. extractionextracted with 10% MeOH in DCM (50 mL)
8. dry with materialdried over MgSO4
9. filtrationfiltered
10. concentrationconcentrated under reduced pressure
11. dissolutionThe crude was dissolved in DCM in preparation for silica gel chromatography
12. filtrationThis solid was collected by means of vacuum filtration
13. washthe solid was rinsed with DCM