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) (31 mg) and methyl 3-azetidinecarboxylate (62.6 mg) in ethanol (10 mL) stirred at room temperature was added sodium acetate (33.9 mg) and AcOH (0.15 mL). The reaction mixture was stirred at room temperature for 10 min. The residue was dissolved in dichloromethane (DCM) (10 mL), sodium triacetoxyborohydride (52.5 mg) was added. Stirring continued for overnight. Water was added to quench the reaction, and DCM was removed by evaporation. 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 to afford methyl 1-[(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,3,4-thiadiazol-2-yl}-2-ethylphenyl)methyl]-3-azetidinecarboxylate (D29) (39 mg). MS (ES): C27H30N4O2S requires 474. found 475.2 (M+H+).

1. stirringStirring
2. waitcontinued for overnight
3. customto quench
4. customthe reaction, and DCM
5. customwas removed by evaporation
6. extractionThe mixture was extracted by EA for 3 times
7. washThe combined organic solution was washed by brine
8. dry with materialdried over anhydrous Na2SO4
9. filtrationThe dried solution was filtered
10. concentrationconcentrated