Reaktion #7024

Reaktionsgleichung

chloroform

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

3-amino-2-methylbenzamide

D-10-camphorsulfonic acid

→

compound

Ausbeute 56.1%

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

Ausbeute 56.1%

Lösungsmittel

1,3-dimethyl-2-imidazolidinone

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle