Reacción #48845

Ecuación de reacción

ethyl 4-(3-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethoxy)-5-{[(1-methyl-1H-pyrazol-3-yl)amino]carbonyl}phenoxy)benzoate

lithium hydroxide monohydrate

Hydrochloric acid

→

desired compound

Rendimiento 108.7%

4-(3-[(1S)-2-Hydroxy-1-methylethoxy]-5-{[(1-methyl-1H-pyrazol-3-yl)amino]carbonyl}phenoxy)benzoic acid

Rendimiento 108.7%

Disolventes

THF

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture stirred for a further 1 hour
2. 2
   OtroThe THF was removed in vacuo
3. 3
   Filtraciónthe solid precipitate filtered off
4. 4
   Lavadowashed with water
5. 5
   Otrodried in vacuo

Procedimiento

A solution of ethyl 4-(3-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethoxy)-5-{[(1-methyl-1H-pyrazol-3-yl)amino]carbonyl}phenoxy)benzoate (3.78 g, 6.84 mmol) in THF (100 mL) was added to a solution of lithium hydroxide monohydrate (1.44 g, 33 mmol) in water (50 mL). The mixture was stirred at ambient temperature for 72 hours. 1M Hydrochloric acid was added until pH=2 and the mixture stirred for a further 1 hour. The THF was removed in vacuo and the solid precipitate filtered off, washed with water and dried in vacuo to give the desired compound (3.06 g).

Fuente