反应详情

tert-Butyl (5′-cyano-2′-methoxy-biphenyl-3-yl-methyl)-carbamate (0.73 g, 2.16 mmol), prepared as in Reference 19, and azidotributyltin (0.9 mL, 3.2 mmol) was dissolved in toluene (5 mL) and the solution was refluxed for 14 hours. The mixture cooled to room temperature and then workup with ethyl acetate and 1N HCl gave a slurry. The slurry was dried by rotovap and then triturated with hexanes. The solids were collected by filtration and treated with hydrobromic acid (48% aqueous, 15 mL). The mixture was refluxed for 14 hours at 120° C. and then diluted with water (50 mL). The dilution was dried by lyophilization to give 3′-aminomethyl-5-(1H-tetrazol-5-yl)-biphenyl-2-ol (0.4 g).

1. temperaturethe solution was refluxed for 14 hours
2. customgave a slurry
3. customThe slurry was dried by rotovap
4. customtriturated with hexanes
5. filtrationThe solids were collected by filtration
6. additiontreated with hydrobromic acid (48% aqueous, 15 mL)
7. temperatureThe mixture was refluxed for 14 hours at 120° C.
8. additiondiluted with water (50 mL)
9. customThe dilution was dried by lyophilization