反应详情

To a solution of 6-(4-{[tert-butyl(dimethyl)silyl]oxy}-cyclohex-1-en-1-yl)-5-methylpyridin-3-amine (1.5 g) described in Reference Example 110, palladium acetate (211 mg) and potassium fluoride (1.09 g) in tetrahydrofuran (24 ml) and water (10 ml) was slowly added dropwise polymethylhydrosiloxane (PMHS) (1.12 ml) at room temperature with stirring, and then stirred at room temperature for 2 hours. After completion of the reaction, the reaction solution was diluted with diethyl ether, filtered through Celite, and then the filtrate was concentrated to half of the volume. Then, saturated brine was added thereto, the mixture was extracted with ethyl acetate, the obtained organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated in vacuo. The obtained residue was purified with silica gel column chromatography (n-hexane/ethyl acetate) to give the titled compound (1.35 g) as a light brown solid. MS (ESI) m/z: 321 (M+H)+.

1. stirringstirred at room temperature for 2 hours
2. customAfter completion of the reaction
3. filtrationfiltered through Celite
4. concentrationthe filtrate was concentrated to half of the volume
5. additionThen, saturated brine was added
6. extractionthe mixture was extracted with ethyl acetate
7. dry with materialthe obtained organic layer was dried over anhydrous sodium sulfate
8. customthe solvent was evaporated in vacuo
9. customThe obtained residue was purified with silica gel column chromatography (n-hexane/ethyl acetate)