反应详情

温度

100 °C

To the mixture of piperidine-1,4-dicarboxylic acid mono-tert-butyl ester (2 g, 8.7 mmol) in DMF (15 mL) and pyridine (15 mL) was added CDI (1.55 g, 9.57 mmol) at 45° C. and the mixture was stirred for another 2 h at this temperature. Then 4-Bromo-benzene-1,2-diamine (1.63 g, 8.7 mmol) was added and the mixture was stirred at RT overnight. Solvents were removed in vacuo and the residue was dissolved in HOAc (10 mL) and heated for 1 h at 100° C. Then the reaction mixture was concentrated and the residue was partitioned between DCM and aqueous of Na2CO3. The organic layer was dried over Na2SO4 and concentrated to give the crude product which was purified by column chromatography (ethyl acetate:petroleum ether=1:2) to give the compound 5-Bromo-2-piperidin-4-yl-1H-benzoimidazole (1.47 g, 55%) as yellow solid.

1. stirringthe mixture was stirred at RT overnight
2. customSolvents were removed in vacuo
3. dissolutionthe residue was dissolved in HOAc (10 mL)
4. concentrationThen the reaction mixture was concentrated
5. customthe residue was partitioned between DCM and aqueous of Na2CO3
6. dry with materialThe organic layer was dried over Na2SO4
7. concentrationconcentrated
8. customto give the crude product which
9. customwas purified by column chromatography (ethyl acetate:petroleum ether=1:2)