反应详情

To a solution of 5-[5-(2-ethyl-3-formylphenyl)-1,3,4-thiadiazol-2-yl]-2-(2-methylpropyl)benzonitrile (D27) (100 mg, 0.266 mmol) in Ethanol (10 mL) stirred at room temperature was added 3-pyrrolidinecarboxylic acid (123 mg, 1.065 mmol) and AcOH (0.15 mL, 2.62 mmol). The reaction mixture was stirred at room temperature for 10 min, and sodium triacetoxyborohydride (110 mg, 0.522 mmol) was added. The reaction mixture was continuously stirred overnight. The reaction was quenched with water, and EtOH was evaporated in vacuo. The mixture was extracted by EA for 3 times. The combined organic solution was washed by brine, dried over anhydrous Na2SO4. The dried solution was filtered and concentrated, and purified by Mass Directed AutoPrep to afford 1-[(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,3,4-thiadiazol-2-yl}-2-ethylphenyl)methyl]-3-pyrrolidinecarboxylic acid (E48) (55 mg) as a off-white solid.

1. waitThe reaction mixture was continuously stirred overnight
2. customThe reaction was quenched with water, and EtOH
3. customwas evaporated in vacuo
4. extractionThe mixture was extracted by EA for 3 times
5. washThe combined organic solution was washed by brine
6. dry with materialdried over anhydrous Na2SO4
7. filtrationThe dried solution was filtered
8. concentrationconcentrated
9. custompurified by Mass Directed AutoPrep