反应详情

To a solution of N′-(3-cyano-6-isopropyl-pyridin-2-yl)-N,N-dimethyl-formamidine (3.0 g, 14 mmol) in dry CH3CN (139 mL) was added 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) [SELECTFLUOR™] (5.4 g, 15 mmol) at room temperature. The mixture was stirred at room temperature for 18 hours under N2, then concentrated. The residue was diluted with ethyl acetate (100 mL), washed with water (5×40 mL) and brine, dried over MgSO4, and concentrated. The oily residue was purified by column chromatography (SiO2, n-hexane/ethyl acetate=3/1) to give the title compound as colorless crystals (0.63 g, 19%). 1H-NMR (300 MHz, CDCl3) δ ppm: 1.26 (d, J=7.0 Hz, 6H), 3.15 (s, 3H), 3.16 (s, 3H), 3.29 (septet-d, J=7.0, 1.9 Hz, 1H), 7.41 (d, J=8.8 Hz, 1H), 8.55 (s, 1H). MS ESI+ m/z: 235 (M+H).

1. concentrationconcentrated
2. additionThe residue was diluted with ethyl acetate (100 mL)
3. washwashed with water (5×40 mL) and brine
4. dry with materialdried over MgSO4
5. concentrationconcentrated
6. customThe oily residue was purified by column chromatography (SiO2, n-hexane/ethyl acetate=3/1)