反应详情

3-(5-Phenyl-1,3,4-oxadiazol-2-yl)propanoic acid (0.175 g) and N,N′-carbonyldiimidazole (0.148 g) in dichloromethane was stirred under nitrogen for 30 minutes. 1-(3,4-Dichlorobenzyl)-4-piperidinamine hydrochloride (0.263 g), and triethylamine (0.126 g) was then added and allowed to stir for 2 hours under nitrogen. Saturated sodium hydrogen carbonate was added to the reaction, with the resulting solution being extracted three times with dichloromethane. The pooled organic phases were washed once with water, once with brine, dried over magnesium sulfate, filtered and the solvent removed under reduced pressure to leave a cream solid. This solid was purified by chromatography using 2.5% ethanol/dichloromethane. The solvent was removed under reduced pressure and was purified by RPHPLC (75%-5%, 0.1% ammonium acetate/acetonitrile) followed by 1 ml of glacial acetic acid being added and the solvent removed under reduced pressure to leave N-[1-(3,4-dichlorobenzyl)-4-piperidinyl]-2-(5-phenyl-1,3,4-oxadiazol-2-yl)acetamide acetate (0.024 g).

1. extractionbeing extracted three times with dichloromethane
2. washThe pooled organic phases were washed once with water, once with brine
3. dry with materialdried over magnesium sulfate
4. filtrationfiltered
5. customthe solvent removed under reduced pressure
6. customto leave a cream solid
7. customThis solid was purified by chromatography
8. customThe solvent was removed under reduced pressure
9. customwas purified by RPHPLC (75%-5%, 0.1% ammonium acetate/acetonitrile)
10. additionadded
11. customthe solvent removed under reduced pressure