Reaktion #166192

Reaktionsgleichung

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

hydrazine hydrate

→

title compound

Ausbeute 100.0%

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

Ausbeute 100.0%

Lösungsmittel

DME

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter cooling
2. 2
   Sonstigethe products were partitioned between ethyl acetate and water
3. 3
   Extraktionthe aqueous layer extracted with ethyl acetate
4. 4
   Trocknenthe combined organic extracts dried (Na2SO4)
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated in vacuo

Vorschrift

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.

Quelle