反应详情

Dissolve 5-ethyl-1H-1,3,4-triazole-2-thione (92 mg, 0.71 mmol) in anhydrous DMF (5 mL). Add sodium hydride (40 mg, 0.925 mmol, 60% dispersion in mineral oil) at room temperature under a nitrogen atmosphere and stir for 10 min. Add a solution of 3-tert-butoxycarbonyl-7-chloro-6-chloromethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine (210 mg, 0.65 mmol) in anhydrous DMF (5 mL) at room temperature over 3 min and stir under nitrogen for 18 h. Quench with saturated aqueous NH4Cl (ca. 1 mL) and pour into water (100 mL). Extract the aqueous phase with EtOAc (3×25 mL) and wash the combined organic extracts with brine. Dry the organic solution over Na2SO4, filter and concentrate in vacuo to obtain crude 3-tert-butoxycarbonyl-7-chloro-6-(5-ethyl-1H-1,3,4-triazol-2-ylthiomethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepine (200 mg, 73%) suitable for use without further purification. MS (ES+) m/z: 423 (M+H)+.

1. customQuench with saturated aqueous NH4Cl (ca. 1 mL)
2. additionpour into water (100 mL)
3. extractionExtract the aqueous phase with EtOAc (3×25 mL)
4. washwash the combined organic extracts with brine
5. dry with materialDry the organic solution over Na2SO4
6. filtrationfilter
7. concentrationconcentrate in vacuo