Reacción #48821

Ecuación de reacción

3-{2-chloro-4-[(dimethylamino)sulfonyl]phenoxy}-5-[(1S)-2-methoxy-1-methylethoxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide

triethylamine

→

title compound

Rendimiento 32.3%

3-{-4-[(Dimethylamino)sulfonyl]phenoxy}-5-[(1S)-2-methoxy-1-methylethoxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide

Rendimiento 32.3%

Disolventes

methanol

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe mixture was filtered through Celite®
2. 2
   Otroevaporated under reduced pressure
3. 3
   workup.DISSOLUTIONThe residue was dissolved in DCM (100 mL)
4. 4
   Lavadowashed with 2M hydrochloric acid (100 mL)
5. 5
   OtroThe organic phase was separated
6. 6
   SecadoThe combined organic extracts were dried (MgSO4)
7. 7
   Otroevaporated

Procedimiento

To a solution of 3-{2-chloro-4-[(dimethylamino)sulfonyl]phenoxy}-5-[(1S)-2-methoxy-1-methylethoxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide (1.0 g, 1.9 mmol) in methanol (20 mL) and THF (20 mL) was added triethylamine (1.5 mL) and 10% palladium on carbon (100 mg). The resulting mixture was stirred under an atmosphere of hydrogen for 20 hours. The mixture was filtered through Celite® and evaporated under reduced pressure. The residue was dissolved in DCM (100 mL) and washed with 2M hydrochloric acid (100 mL). The organic phase was separated and the aqueous reextracted with DCM (100 mL). The combined organic extracts were dried (MgSO4) and evaporated to afford the title compound (300 mg, 32%).

Fuente