تفاعل #595387

معادلة التفاعل

5-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-1H-indazol-3-yl)isobenzo furan-1(3H)-one

LiOH

THF

BnBr

→

title compound

benzyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-1H-indazol-3-yl)-2-(hydroxymethyl)benzoate

المذيبات

H2O

EtOAc

H2O

ظروف التفاعل

المعالجة

1. 1
   أخرىThe solvent was removed under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue was dissolved in DMF (10 mL)
3. 3
   workup.STIRRINGThe resulting mixture was stirred at rt for 3 h
4. 4
   غسيلThe combined organic layers were washed with brine
5. 5
   تجفيفdried over anhydrous Na2SO4
6. 6
   تركيزconcentrated
7. 7
   أخرىThe residue was purified by flash chromatography (PE:EA=4:1)

الإجراء التجريبي

A mixture of 5-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-1H-indazol-3-yl)isobenzo furan-1(3H)-one (G-2) (0.6 g, 1.32 mmol) and LiOH (0.16 g, 6.58 mmol) in THF (6 mL) and H2O (3 mL) was stirred at rt for 3 h. The solvent was removed under reduced pressure, and the residue was dissolved in DMF (10 mL), followed by the addition of BnBr (0.78 mL, 6.6 mmol). The resulting mixture was stirred at rt for 3 h. The mixture was diluted with H2O, and EtOAc. The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by flash chromatography (PE:EA=4:1) to give the title compound as a colorless oil. LCMS (ESI) calc'd for C30H19ClF5N2O3 for [M+H]+: 585. found: 585.

المصدر