1,4-Dioxane → tert-Butyl {1-[3-(trifluoromethyl)pyridin-2-yl]piperidin-4-yl}carbamate

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-(tertbutoxycarbonylamino)piperidine (1.0 g, 5.0 mmol), 2-chloro-4-trifluoromethylpiperidine (3.6 g, 20.0 mmol), DIEA (6.0 mL, 30.0 mmol), and dioxane (2.0 mL) was heated in a microwave reactor at 150° C. for 2 h. the mixture was cooled, diluted with CH2Cl2 (50 mL), and poured in 1N HCl (100 mL). The aqueous phase was extracted with CH2Cl2 (2×100 mL). The combined organic extracts were washed with H2O and brine, dried (MgSO4), and concentrated. Purification by SiO2 chromatography afforded the tert-butyl carbamate (1.39 g), a pale yellow oil, in 80% yield.

Provenance & Evidence