Reaktion #8897

Reaktionsgleichung

Lithium hydroxide H2O

product

2-{[5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-2-(2-hydroxy-2-methylpropanoyl)furo[2,3-b]pyridin-3-yl]amino}-2-oxoethyl acetate

methanol

→

title compound

N-[5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-2-(2-hydroxy-2-methylpropanoyl)furo[2,3-b]pyridin-3-yl]-2-hydroxyacetamide

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas quenched by addition of 0.50 mL of acetic acid
2. 2
   workup.ADDITIONThe reaction was diluted with ethyl acetate
3. 3
   Waschenwashed two times with aqueous sodium bicarbonate
4. 4
   EinengenThe solution was concentrated
5. 5
   Sonstigepurified via MPLC chromatography on silica gel with a gradient elution of 0 to 50% ethyl acetate/hexanes
6. 6
   SonstigeThe product was further purified by recrystallization from ethanol

Vorschrift

Lithium hydroxide-H2O (0.004 g; 0.174 mmol), the product of Step C (0.100 g; 0.174 mmol), and methanol (0.3 mL) were combined in 2 mL of THF and stirred at room temperature. The reaction was monitored by TLC until complete at which point the reaction was quenched by addition of 0.50 mL of acetic acid. The reaction was diluted with ethyl acetate and then washed two times with aqueous sodium bicarbonate. The solution was concentrated and purified via MPLC chromatography on silica gel with a gradient elution of 0 to 50% ethyl acetate/hexanes. The product was further purified by recrystallization from ethanol to afford the title compound. HPLC/MS 534.8 (M+2); Rt=4.09 min.

Quelle