反应详情

温度

0 °C

DIEA (2.0 to 2.2 eq) and HATU (1.0 to 1.1 eq) were added into a solution of the carboxylic acid derivative (1 eq) in anhydrous DMF (4 mL/mmol of carboxylic acid derivative) cooled at 0° C. The resulting mixture was stirred at 0° C. for a period of 5 to 30 minutes. Then the amidoxime derivative (1.0 to 1.2 eq) was added neat or as a DMF solution (2 mL/mmol of amidoxime derivative). The resulting mixture was stirred at 0° C. or RT for a period of 30 minutes to 18 hours. The reaction mixture was diluted with an adequate solvent, such as Et2O, MTBE or EtOAc, and then washed with water and brine. The aqueous layers were extracted once. The organic layers were combined, dried (MgSO4 or Na2SO4) and the solvents were removed under reduced pressure. The residue was taken up with ACN (8.5 mL/mmol of carboxylic acid derivative). The resulting mixture was heated at 150° C. for 30 min under MW irradiation. The reaction mixture was diluted with an adequate solvent, such as Et2O, MTBE or EtOAc, and then washed with water and brine. The aqueous layers were extracted once. The organic layers were combined, dried (MgSO4 or Na2SO4) and the solvents were evaporated under reduced pressure. Purification by flash chromatography or precipitation gave the expected oxadiazole derivative.

1. stirringThe resulting mixture was stirred at 0° C. or RT for a period of 30 minutes to 18 hours
2. washwashed with water and brine
3. extractionThe aqueous layers were extracted once
4. dry with materialdried (MgSO4 or Na2SO4)
5. customthe solvents were removed under reduced pressure
6. temperatureThe resulting mixture was heated at 150° C. for 30 min under MW irradiation
7. additionThe reaction mixture was diluted with an adequate solvent, such as Et2O, MTBE or EtOAc
8. washwashed with water and brine
9. extractionThe aqueous layers were extracted once
10. dry with materialdried (MgSO4 or Na2SO4)
11. customthe solvents were evaporated under reduced pressure
12. customPurification
13. customby flash chromatography or precipitation