Reacción #7070

Ecuación de reacción

3-[1-(4-sulfamoyl-phenyl)-1H-tetrazol-5-yloxy]-5-trifluoromethyl-thiophene-2-sulfonamide

H2O

EtOH

formic acid

→

title compound

Rendimiento 17.0%

5-Trifluoromethyl-thiophene-2-sulfonamide

Rendimiento 17.0%

Disolventes

benzene

benzene

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture is cooled to room temperature
2. 2
   FiltraciónThe reaction mixture is filtered
3. 3
   SecadoThe benzene layer is dried (Na2SO4)
4. 4
   Filtraciónfiltered
5. 5
   Concentraciónconcentrated
6. 6
   OtroThe crude product is chromatographed on silica gel
7. 7
   Lavadoeluting with EtOAc

Procedimiento

To a solution of 3-[1-(4-sulfamoyl-phenyl)-1H-tetrazol-5-yloxy]-5-trifluoromethyl-thiophene-2-sulfonamide (210 mg, 0.47 mmol) in benzene (50 mL) is added H2O (2 mL), EtOH (3 mL), formic acid (2 mL) and 10% palladium on carbon (350 mg). The mixture is heated to 80° C. overnight. The reaction mixture is cooled to room temperature and diluted with benzene (50 mL). The reaction mixture is filtered. The benzene layer is dried (Na2SO4), filtered and concentrated. The crude product is chromatographed on silica gel, eluting with EtOAc:Hex (1:10) to afford the title compound (18 mg, 17%) as a white solid.

Fuente