反应详情

To a solution of 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-5-(4-phenylhepta-1,6-dien-4-yl)thiazolo[5,4-b]pyridine (1.07 g, 2.20 mmol) in 44 mL DCM under argon was added tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidene][benzylidene]ruthenium(IV) dichloride (93.3 mg, 0.110 mmol). The reaction mixture became red-brown and was fitted with a water-cooled reflux condenser and heated to reflux. After 5 h, the reaction mixture was cooled, concentrated in vacuo, loaded onto an 80 g ISCO silica gel column, and purified with a gradient of 0-30% EA/hexanes to give 2-(4-(1,3-dioxan-2-yl)-2-fluorophenyl)-5-(1-phenylcyclopent-3-enyl)thiazolo[5,4-b]pyridine as an off-white solid. MS (ESI) m/z: Calculated: 458.2; Observed: 459.1 (M++1).

1. temperaturecooled
2. temperaturereflux condenser
3. temperatureheated to reflux
4. temperaturethe reaction mixture was cooled
5. concentrationconcentrated in vacuo
6. custompurified with a gradient of 0-30% EA/hexanes