Reacción #60244

Ecuación de reacción

7-Fluoro-6-(4-bromo-2-methyl-phenylamino)-1H-benzoimidazole-5-carboxylic acid methyl ester

NaOH

HCl

→

desired product

Rendimiento 95.4%

7-Fluoro-6-(4-bromo-2-methyl-phenylamino)-1H-benzoimidazole-5-carboxylic acid

Rendimiento 95.4%

Disolventes

MeOH

ethyl acetate

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe layers separated
2. 2
   LavadoThe organic layer is washed with brine
3. 3
   Secadodried (Na2SO4)
4. 4
   Concentraciónconcentrated under reduced pressure

Procedimiento

7-Fluoro-6-(4-bromo-2-methyl-phenylamino)-1H-benzoimidazole-5-carboxylic acid methyl ester 8a (63 mg, 0.167 mmol) is suspended in MeOH (1.5 mL) and 20% NaOH (400 μl) is added. After 16 hours, the reaction mixture is cooled to 0° C. and 1 N HCl solution is added dropwise until pH is 2 to 3. The reaction mixture is diluted with ethyl acetate and water and the layers separated. The organic layer is washed with brine, dried (Na2SO4) and concentrated under reduced pressure to give 58 mg (95%) of desired product: MS APCI (+) m/z 366, 364 (M+1 Br pattern) detected; MS APCI (−) m/z 364, 362 (M−1 Br pattern) detected.

Fuente