反应详情

1-Amino-cyclohexanecarboxylic acid cyanomethyl-amide (107 mmol), 4-[1-(2-methoxy-ethyl)-piperidin-4-yl]-benzoic acid hydrochloride (107 mmol), HOBT (107 mmol), WSCD (107 mmol) and triethylamine (107 mmol) are dissolved in DMF (250 ml) and stirred overnight at rt. After evaporation of the solvent, the residue is dissolved in a mixture of water and sodium carbonate (to ensure slightly basic conditions) and extracted three times with ethyl acetate. The combined extract is dried over sodium sulfate and evaporated. The residue is purified by flash chromatography on silica gel with CH2Cl2/MeOH (with 2N NH3)=9:1 as mobile phase. The product containing fractions are combined and evaporated. The residue is suspended in diethylether/ethyl acetate and the solid filtered of and dried (vacuum). A pale powder with mp. 160-162° C., Rf=0.42 (CH2Cl2/MeOH (with 3N NH3)=9:1) is obtained.

1. customAfter evaporation of the solvent
2. dissolutionthe residue is dissolved in a mixture of water and sodium carbonate (
3. extractionextracted three times with ethyl acetate
4. extractionThe combined extract
5. dry with materialis dried over sodium sulfate
6. customevaporated
7. customThe residue is purified by flash chromatography on silica gel with CH2Cl2/MeOH (with 2N NH3)=9:1 as mobile phase
8. additionThe product containing fractions
9. customevaporated
10. filtrationthe solid filtered of and
11. customdried (vacuum)
12. customA pale powder with mp. 160-162° C., Rf=0.42 (CH2Cl2/MeOH (with 3N NH3)=9:1) is obtained