反应详情

A mixture of 5.16 g of 3-(4-cyanobutyl)-N-(3-pyridyl)indole, 1.88 g of sodium azide, 1.57 g of ammonium chloride and 10 mole % of lithium chloride is heated in 14 ml of dry N,N-dimethylformamide at 125° C. for 17 hours. The reaction mixture is cooled, filtered and evaporated to a residual oil which is partitioned between 50 ml of water and 50 ml of ethyl acetate. The aqueous phase is adjusted to pH=2, extracted with 20 ml of ethyl acetate, adjusted to pH=5 and the resulting solid collected by filtration. Treatment with 6.2 ml of 3N ethereal hydrogen chloride yields 3-[4-(5-tetrazolyl)butyl]-N-(3-pyridyl)indole hydrochloride.

1. temperatureThe reaction mixture is cooled
2. filtrationfiltered
3. customevaporated to a residual oil which
4. customis partitioned between 50 ml of water and 50 ml of ethyl acetate
5. extractionextracted with 20 ml of ethyl acetate
6. filtrationthe resulting solid collected by filtration