反应详情

A solution of ethyl 2-ethyl-3-[2'-(1-trityl-1H-tetrazol-5-yl)biphenyl-4-yl]methyl-4,5,6,7-tetrahydroimidazo[4,5-c]pyridine-4-carboxylate (1.94 g), monoethyl malonate (0.74 g), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.80 g), triethylamine (1.40 g) in dichloromethane (20 ml) is stirred overnight at room temperature. The reaction mixture is washed with water and dried over sodium sulfate, and then evaporated. The residue is dissolved in ethanol (30 ml), fumaric acid (2.00 g) is added, and the solution is refluxed for three hours. The solvent is evaporated and the residue is treated with a saturated sodium hydrogen carbonate solution and then extracted with chloroform. The organic layer is dried and evaporated. Purification by silica gel column chromatography (solvent; chloroform/methanol) gives ethyl 2-ethyl-3-[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl-5-ethoxycarbonylacetyl-4,5,6,7-tetrahydroimidazo[4,5-c]pyridine-4-carboxylate (1.07 g) as a foam.

1. washThe reaction mixture is washed with water
2. dry with materialdried over sodium sulfate
3. customevaporated
4. dissolutionThe residue is dissolved in ethanol (30 ml)
5. additionfumaric acid (2.00 g) is added
6. temperaturethe solution is refluxed for three hours
7. customThe solvent is evaporated
8. additionthe residue is treated with a saturated sodium hydrogen carbonate solution
9. extractionextracted with chloroform
10. customThe organic layer is dried
11. customevaporated
12. customPurification by silica gel column chromatography (solvent; chloroform/methanol)