反应详情

温度

100 °C

A mixture of 2-[2-chloro-6-(trifluoromethyl)pyridin-4-yl]ethanol (0.085 g, 0.38 mmol, from Step 1), tert-butyl 4-aminopiperidine-1-carboxylate (0.30 g, 1.5 mmol) and N,N-diisopropylethylamine (0.16 mL, 0.94 mmol) in dimethyl sulfoxide (0.86 mL) was heated in the microwave to 100° C. for one hour, then to 140° C. for 140 minutes. The reaction mixture was concentrated. The residue was dissolved in 1,4-dioxane (2.8 mL) and was treated with 4.0 M hydrogen chloride in dioxane (2.8 mL, 11 mmol). After stirring overnight, solvent was removed in vacuo. Purification via preparative HPLC-MS (C18 eluting with a gradient of MeCN and H2O containing 0.15% NH4OH) afforded two major fractions, the desired product was the first eluting of the peaks having the desired mass (16 mg, 15%). LCMS (M+H)+: 290.1.

1. concentrationThe reaction mixture was concentrated
2. dissolutionThe residue was dissolved in 1,4-dioxane (2.8 mL)
3. customsolvent was removed in vacuo
4. customPurification via preparative HPLC-MS (C18
5. washeluting with a gradient of MeCN and H2O containing 0.15% NH4OH)
6. customafforded two major fractions