反应详情

温度

100 °C

A mixture of commercially available 4-fluoro-N′-hydroxybenzamidine (220 mg, 1.4 mmol), 5-(pyridin-2-yl)pent-4-ynoic acid (330 mg, 1.4 mmol), HOBT (210 mg, 1.4 mmol) and EDCI.HCl (400 mg, 2.1 mmol) in dioxane (4.5 mL) was stirred at R.T for 7H, The reaction mixture was then heated at 100° C. for 36 h. The solvent was removed under reduced pressure and the residue was dissolved in DCM. The organic layer was washed with water, 1N NaOH and water. The organic layer was dried over Na2SO4, filtered and evaporated. Purification by flash chromatography (prepacked 10 g silicagel column, DCM/MeOH: 99/1 as eluent) to afford 103 mg of 2-(4-(3-(4-fluorophenyl)-1,2,4-oxadiazol-5-yl)but-1-ynyl)pyridine (Yield: 25%) as a yellow oil.

1. customThe solvent was removed under reduced pressure
2. dissolutionthe residue was dissolved in DCM
3. washThe organic layer was washed with water, 1N NaOH and water
4. dry with materialThe organic layer was dried over Na2SO4
5. filtrationfiltered
6. customevaporated
7. customPurification by flash chromatography (prepacked 10 g silicagel column, DCM/MeOH: 99/1 as eluent)