Reacción #64548

Ecuación de reacción

5-n-butyl-2-[5-(carbomethoxy)-2-chlorophenyl]-4-[[2'-[N-(2-chlorobenzoyl)-sulfamoyl]-biphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

NaOH

→

title compound

Rendimiento 84.0%

5-n-Butyl-2-(5-carboxy-2-chlorophenyl)-4-[[2'-[N-(2-chlorobenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

Rendimiento 84.0%

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónconcentrated to dryness
2. 2
   workup.DISSOLUTIONThe residue was dissolved in 1 mL of methanol
3. 3
   workup.ADDITIONacidified to approximately pH 1.5 by addition of 1N HCl (methanolic)
4. 4
   Concentraciónagain concentrated
5. 5
   workup.DISSOLUTIONThe residue was dissolved in CHCl3
6. 6
   Secadodried over Na2SO4
7. 7
   Filtraciónfiltered through Celite
8. 8
   OtroEvaporation of the solvent

Procedimiento

A solution of 71 mg (0.102 mmole) of 5-n-butyl-2-[5-(carbomethoxy)-2-chlorophenyl]-4-[[2'-[N-(2-chlorobenzoyl)-sulfamoyl]-biphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one (from Example 65, Step D) in 0.7 mL (0.7 mmole) of 1N NaOH (methanolic) was stirred at 60° C. overnight and then concentrated to dryness. The residue was dissolved in 1 mL of methanol, acidified to approximately pH 1.5 by addition of 1N HCl (methanolic), and again concentrated. The residue was dissolved in CHCl3, dried over Na2SO4, and filtered through Celite. Evaporation of the solvent yielded 58 mg (84%) of the title compound as a white solid; nearly homogeneous by TLC in 9:1 CH2Cl2 --MeOH; mass spectrum (FAB) m/e 679 (M+1)+.

Fuente