Reacción #62295

Ecuación de reacción

water

trityl chloride

6-fluoro-3-[(E)-2-(3-fluorophenyl)-vinyl]-1H-indazole-5-carboxylic acid

sodium hydride

→

title compound

Rendimiento 58.5%

6-Fluoro-3-[(E)-2-(3-fluorophenyl)-vinyl]-1-trityl-1H-indazole-5-carboxylic acid

Rendimiento 58.5%

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGstirred at this temperature for 20 minutes and at room temperature for 1 hour
2. 2
   Extracciónextracted with 80 mL of ethyl acetate
3. 3
   LavadoThe organic layer was washed successively with water and saturated brine
4. 4
   Secadodried over anhydrous magnesium sulfate
5. 5
   OtroThe solvent was evaporated
6. 6
   Otrothe crude product was purified
7. 7
   Otroseparated by silica gel column chromatography (ethylacetate:toluene=1:9)

Procedimiento

Under ice cooling, to a solution of 350 mg of 6-fluoro-3-[(E)-2-(3-fluorophenyl)-vinyl]-1H-indazole-5-carboxylic acid obtained by Example 101 in 6 mL of N,N-dimethylformamide was added 103 mg of 60% sodium hydride, stirred for 30 minutes, then added with 390 mg of trityl chloride, and stirred at this temperature for 20 minutes and at room temperature for 1 hour. The reaction solution was added with water and extracted with 80 mL of ethyl acetate. The organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the crude product was purified and separated by silica gel column chromatography (ethylacetate:toluene=1:9), to afford 370 mg of the title compound as bright yellow crystals.

Fuente