反应详情

温度

70 °C

To a solution of [5-(trifluoromethyl)-2-furyl]methanamine (0.48 g, 2.91 mmol) in THF (20 mL) was added CDI (2.1 mol eq, 0.99 g) and the mixture was heated at 70° C. overnight. The reaction mixture was evaporated, water was added and the aqueous phase was extracted with EtOAc (3×25 mL). The recombined organic phases were anhydrified over Na2SO4 and evaporated at reduced pressure (yellow oil, 1.68 g, quantitative yield). The oil obtained was dissolved in DMF (20 mL) and the bicyclic amine 1f was added (0.8 mol eq, 0.57 g), then the mixture obtained was heated at 100° C. overnight. The solvent was removed at reduced pressure and the residue was purified by crystallization from a mixture of MeOH/EtOAc to afford the product as a pale yellow solid (0.088 g, 10% Yield). 1HNMR (DMSO, 400 MHz) δ 4.37 (d, 2H, J=6), 4.60 (s, 2H), 6.46 (m, 2H), 6.77 (t, 1H, J=8), 7.16 (m, 1H), 7.37 (t, 1H), 7.72 (dd, 1H, J=2), 8.16 (s, 1H), 10.64 (bs, 1H).

1. customThe reaction mixture was evaporated
2. additionwater was added
3. extractionthe aqueous phase was extracted with EtOAc (3×25 mL)
4. customevaporated at reduced pressure (yellow oil, 1.68 g, quantitative yield)
5. customThe oil obtained
6. custom0.57 g), then the mixture obtained
7. temperaturewas heated at 100° C. overnight
8. customThe solvent was removed at reduced pressure
9. customthe residue was purified by crystallization from a mixture of MeOH/EtOAc