반응 #7024

반응 방정식

chloroform

5-[5-(3-Methoxypropyl)-1,3,4-oxadiazol-2-yl]-2-phenylpyridine

3-amino-2-methylbenzamide

D-10-camphorsulfonic acid

→

compound

수율 56.1%

3-[3-(3-Methoxypropyl)-5-(6-phenylpyridin-3-yl)-4H-1,2,4-triazol-4-yl]-2-methylbenzamide

수율 56.1%

용매

1,3-dimethyl-2-imidazolidinone

반응 조건

후처리

1. 1
   온도After the reaction solution was cooled to ambient temperature
2. 2
   세척was then washed with saturated aqueous sodium hydrogen carbonate solution
3. 3
   건조The organic layer was dried over anhydrous magnesium sulfate
4. 4
   기타the solvent was evaporated under reduced pressure
5. 5
   기타The resulting residue was purified by silica gel column chromatography (eluent: chloroform/methanol=10/1)

실험 절차

5-[5-(3-Methoxypropyl)-1,3,4-oxadiazol-2-yl]-2-phenylpyridine (1.0 g) prepared in the Reference Example 7 was dissolved in 1,3-dimethyl-2-imidazolidinone (10 ml), followed by addition of 3-amino-2-methylbenzamide (1.53 g) prepared in the Reference Example 6 and D-10-camphorsulfonic acid (290 mg), and stirred at 200° C. for 16 hours. After the reaction solution was cooled to ambient temperature, chloroform was added to the solution, which was then washed with saturated aqueous sodium hydrogen carbonate solution. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent: chloroform/methanol=10/1), to afford the entitled compound (812 mg, 56%). The physico-chemical values are as follows.

출처