Reacción #166192

Ecuación de reacción

2-bromo-4-fluoro-3-formyl-benzoic acid tert-butyl ester

hydrazine hydrate

→

title compound

Rendimiento 100.0%

4-Bromo-1H-indazole-5-carboxylic acid tert-butyl ester

Rendimiento 100.0%

Disolventes

DME

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooling
2. 2
   Otrothe products were partitioned between ethyl acetate and water
3. 3
   Extracciónthe aqueous layer extracted with ethyl acetate
4. 4
   Secadothe combined organic extracts dried (Na2SO4)
5. 5
   Filtraciónfiltered
6. 6
   Concentraciónconcentrated in vacuo

Procedimiento

A bi-phasic solution of 2-bromo-4-fluoro-3-formyl-benzoic acid tert-butyl ester (4.25 g, 14 mmol), DME (25 mL) and hydrazine hydrate (15 mL) was heated at 90° C. for 1 hour. After cooling, the products were partitioned between ethyl acetate and water, the aqueous layer extracted with ethyl acetate and the combined organic extracts dried (Na2SO4), filtered and concentrated in vacuo to give the title compound as a tan solid (4.1 g, 100%). LCMS (method B) RT=3.63 min, [M+CH3CN+H]+=338/340, [M−H]−=295/297.

Fuente