反応 #62295

反応方程式

water

trityl chloride

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

sodium hydride

→

title compound

収率 58.5%

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

収率 58.5%

溶媒

N,N-dimethylformamide

反応条件

後処理

1. 1
   workup.STIRRINGstirred at this temperature for 20 minutes and at room temperature for 1 hour
2. 2
   抽出extracted with 80 mL of ethyl acetate
3. 3
   洗浄The organic layer was washed successively with water and saturated brine
4. 4
   乾燥dried over anhydrous magnesium sulfate
5. 5
   その他The solvent was evaporated
6. 6
   その他the crude product was purified
7. 7
   その他separated by silica gel column chromatography (ethylacetate:toluene=1:9)

実験手順

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.

出典