反应详情

To a solution of 3-methylenecyclobutanecarbonitrile (150 g, 1.61 mol, 1 equiv) and 2-chloro-3-fluoropyridine (212 g, 1.61 mmol, 1 equiv) in toluene (1 L) was added NaHMDS (2 M in THF, 885 mL, 1.1 equiv) dropwise at 0-10° C. Upon completion of addition, the reaction mixture was warmed to rt, stirred overnight, and quenched with NH4Cl(sat) solution. The organic layer was washed with water (2×500 mL) and brine (500 mL), dried over Na2SO4, filtered, and concentrated to give the crude title compound (272 g, 90%) which was used in next step without further purification. LRMS (M+H+) m/z 189.1.

1. additionUpon completion of addition
2. customquenched with NH4Cl(sat) solution
3. washThe organic layer was washed with water (2×500 mL) and brine (500 mL)
4. dry with materialdried over Na2SO4
5. filtrationfiltered
6. concentrationconcentrated