反应详情

At 0° C., a solution of 4-iodopyrazole (3.0 g, 15.46 mmol) in DMF (40 mL) was treated with NaH (60% mineral oil dispersion, 1.11 g, 46.39 mmol) in portions. The mixture stirred for 30 minutes, followed by the slow addition of 1-(tert-butoxycarbonyl)azetidin-3-yl methanesulfonate (5.0 g, 20.1 mmol). The reaction mixture was warmed to RT and then heated at 100° C. for 5 hours. The reaction mixture was poured into ice cold water, stirred for 30 minutes, and resulting precipitate collected by filtration and dried. The resulting residue was washed with pentane and dried to obtain tert-butyl 3-(4-iodo-1H-pyrazol-1-yl)azetidine-1-carboxylate (3.3 g, 62% yield); 1H-NMR (400 MHz, CDCl3): 7.58 (s, 1H), 7.57 (s, 1 H), 5.07-5.0 (m, 1 H), 4.39-4.34 (m, 2H), 4.29-4.25 (dd, 2 H), 1.45 (s, 9H).

1. temperatureheated at 100° C. for 5 hours
2. additionThe reaction mixture was poured into ice cold water
3. stirringstirred for 30 minutes
4. customresulting precipitate
5. filtrationcollected by filtration
6. customdried
7. washThe resulting residue was washed with pentane
8. customdried