反应详情

温度

23 °C

A suspension of N-(4-(3-bromopyridin-2-yloxy)phenyl)pyridin-2-amine hydrochloride (600 mg, 1.585 mmol) in Dioxane (4 mL) was treated with n-methyldicyclohexylamine (1.008 mL, 4.75 mmol, 3.0 equiv). The reaction was stirred at 23° C. for 15 min, followed by the addition of 2-cyclopenten-1-one (0.641 mL, 7.92 mmol, 5.0 equiv) and bis(tri-tert-butylphosphine)palladium (0) (81 mg, 0.158 mmol, 0.1 equiv). The reaction vessel was capped, degassed and backfilled with argon, and heated at 105° C. After 6 h, the reaction was cooled to 23° C., diluted with EtOAc (100 mL) and washed with water (75 mL) and brine (75 mL), dried over MgSO4, concentrated in vacuo and purified by silica gel chromatography (eluant: 0.5-3% methanol/dichloromethane), affording 3-(2-(4-(pyridin-2-ylamino)phenoxy)pyridin-3-yl)cyclopent-2-enone. MS (ESI, pos. ion) m/z: 344.1 (M+1). IC50 (uM) 0.015.

1. customThe reaction vessel was capped
2. customdegassed
3. temperatureheated at 105° C
4. waitAfter 6 h
5. temperaturethe reaction was cooled to 23° C.
6. additiondiluted with EtOAc (100 mL)
7. washwashed with water (75 mL) and brine (75 mL)
8. dry with materialdried over MgSO4
9. concentrationconcentrated in vacuo
10. custompurified by silica gel chromatography (eluant: 0.5-3% methanol/dichloromethane)