反应详情

温度

-40 °C

n-Butyllithium (1.6 M, 2.2 mL, 0.0034 mol) was added slowly for a period of 5 min to a solution of 4-chloropyridin-2-amine (0.4 g, 0.0031 mol) in anhydrous tetrahydrofuran (20 mL) at −78° C. The reaction temperature was raised to −40° C. and stirred for 15 min. The reaction mixture was cooled to −78° C. and 5-cyclopropylnicotinonitrile (0.45 g, 0.0031 mol) in tetrahydrofuran (5 mL) was added. The temperature was raised to RT and stirred it for 3 h. The reaction mixture was quenched with a saturated aqueous ammonium chloride solution (25 mL) then extracted with ethyl acetate (2×50 mL). The combined organic layers were dried over sodium sulphate and concentrated under vacuum to afford the crude product, which was recrystalised with a DCM and ether mixture to afford the title compound. MS (M−1): 271.0.

1. temperatureThe reaction mixture was cooled to −78° C.
2. temperatureThe temperature was raised to RT
3. stirringstirred it for 3 h
4. customThe reaction mixture was quenched with a saturated aqueous ammonium chloride solution (25 mL)
5. extractionthen extracted with ethyl acetate (2×50 mL)
6. dry with materialThe combined organic layers were dried over sodium sulphate
7. concentrationconcentrated under vacuum
8. customto afford the crude product, which
9. customwas recrystalised with a DCM and ether mixture