反应详情

温度

80 °C

0.346 g of 1-Methyl-1H-tetrazole-5-thiol (2.98 mmol), 0.071 g of lithium hydroxide (2.98 mmol), and 0.223 g of sodium iodide (1.49 mmol) were stirred in 25 ml of dimethylformamide at 70° C. A solution of 1 g of 2-tert-butyl-4-[4-(3-chloro-propyl)-piperazin-1-yl]-6-cyclopropyl-pyrimidine (2.98 mmol) in 4 ml of dimethylformamide was added slowly within 2 h. After stirring for 2 h at 80° C., the dimethylformamide was evaporated under reduced pressure. The residue was partitioned between 15 ml of aqueous sodium chloride, 15 ml of water and 30 ml of ethyl acetate. The aqueous phase was re-extracted twice with ethyl acetate. The combined ethyl acetate phases were combined and dried over magnesium sulfate. The solvent was evaporated under reduced pressure. The crude product obtained was purified by column chromatography on silica gel using dichloromethane-ethyl acetate (7:3). Fractions containing the product were combined. The solvent was evaporated under reduced pressure. The residue was re-dissolved in 12 ml of ethyl acetate and treated with 2 equivalents of hydrochloric acid in dioxane. The supernatant was removed with a pipette, diisopropyl ether was added, the mixture was stirred, and the solvent was evaporated slowly under reduced pressure to yield 0.9 g of the title compound.

1. customthe dimethylformamide was evaporated under reduced pressure
2. customThe residue was partitioned between 15 ml of aqueous sodium chloride, 15 ml of water and 30 ml of ethyl acetate
3. extractionThe aqueous phase was re-extracted twice with ethyl acetate
4. dry with materialdried over magnesium sulfate
5. customThe solvent was evaporated under reduced pressure
6. customThe crude product obtained
7. customwas purified by column chromatography on silica gel
8. additionFractions containing the product
9. customThe solvent was evaporated under reduced pressure
10. dissolutionThe residue was re-dissolved in 12 ml of ethyl acetate
11. customThe supernatant was removed with a pipette, diisopropyl ether
12. additionwas added
13. stirringthe mixture was stirred
14. customthe solvent was evaporated slowly under reduced pressure