反应详情

温度

0 °C

Oxalylchloride (2M in DCM, 0.28 mL, 0.55 mmol) was dropwise added during 5 minutes to a solution of 3-[5-(3-chlorophenyl)-2H-tetrazol-2-yl]-N-methylbutanamide (140 mg, 0.5 mmol) and 2,6-lutidine (0.12 mL, 1 mmol) in DCM (5 mL) at 0° C. The mixture was stirred at 0° C. for 1 h and isonicotinic acid hydrazide (103 mg, 0.75 mmol) was added. DCM was evaporated after 4 h stirring at r.t. Sat. aq. NaHCO3 (10 mL) was added to the residue and the mixture was refluxed for 16 h. The reaction was allowed to attain r.t., followed by extracted with CHCl3 (3×20 mL). The combined organic phases were dried (MgSO4), concentrated and purified by prep HPLC to yield the title compound (3 mg, 2%).

1. customDCM was evaporated after 4 h
2. stirringstirring at r.t
3. additionSat. aq. NaHCO3 (10 mL) was added to the residue
4. temperaturethe mixture was refluxed for 16 h
5. customto attain r.t.
6. extractionby extracted with CHCl3 (3×20 mL)
7. dry with materialThe combined organic phases were dried (MgSO4)
8. concentrationconcentrated
9. custompurified by prep HPLC