反应详情

温度

50 °C

A 0.5 M solution of zinc chloride in tetrahydrofuran (0.78 mL) is diluted with tetrahydrofuran (5 mL) and added dropwise at room temperature to a mixture of N-hydroxy-isobutyramidine (40 mg) and 4-[5-(4-methanesulfonyl-phenyl)-2,3-dihydro-benzofuran-2-yl]-piperidine-1-carbonitrile (100 mg) in ethyl acetate (5 mL). The reaction mixture is stirred at 50° C. for 4 h and cooled to room temperature. The precipitate is filtered off and heated to 100° C. for 2 h in a mixture of ethanol (5 mL) and glacial acetic acid (2.5 mL). The solvents are evaporated and the residue is mixed with dichloromethane and 10% aqueous K2CO3 solution. The organic phase is washed with brine, dried over MgSO4 and concentrated in vacuo. The residue is triturated with diethyl ether to give the title compound. LC (method 2): tR=1.12 min; Mass spectrum (ESI+): m/z=468 [M+H]+.

1. temperaturecooled to room temperature
2. filtrationThe precipitate is filtered off
3. temperatureheated to 100° C. for 2 h in a mixture of ethanol (5 mL) and glacial acetic acid (2.5 mL)
4. customThe solvents are evaporated
5. additionthe residue is mixed with dichloromethane and 10% aqueous K2CO3 solution
6. washThe organic phase is washed with brine
7. dry with materialdried over MgSO4
8. concentrationconcentrated in vacuo
9. customThe residue is triturated with diethyl ether