Reaktion #62327

Reaktionsgleichung

water

3-[(E)-2-(4-fluorophenyl)-vinyl]-4-[2-(tetrahydropyran-2-yloxy)-ethoxy]-1H-indazole-1,5-dicarboxylic acid 1-tert-butyl ester 5-ethyl ester

hydrochloric acid

→

title compound

Ausbeute 69.8%

3-[(E)-2-(4-Fluorophenyl)-vinyl]-4-(2-hydroxyethoxy)-1H-indazole-1,5-dicarboxylic acid 1-tert-butyl ester 5-ethyl ester

Ausbeute 69.8%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted twice ethyl acetate
2. 2
   Waschenthe resultant organic layer was washed once with saturated brine
3. 3
   Trocknendried over magnesium sulfate
4. 4
   SonstigeThe solvent was evaporated
5. 5
   Sonstigethe crude product was purified
6. 6
   Sonstigeseparated by silica gel column chromatography

Vorschrift

To a solution of 147 mg of 3-[(E)-2-(4-fluorophenyl)-vinyl]-4-[2-(tetrahydropyran-2-yloxy)-ethoxy]-1H-indazole-1,5-dicarboxylic acid 1-tert-butyl ester 5-ethyl ester in 1.5 mL of tetrahydrofuran was added 1.5 mL of 2N hydrochloric acid, and stirred at room temperature for 19 hours. Thereafter, the reaction solution was added with water and extracted twice ethyl acetate, and the resultant organic layer was washed once with saturated brine, and dried over magnesium sulfate. The solvent was evaporated, and the crude product was purified and separated by silica gel column chromatography, to afford 87.1 mg of the title compound as a colorless oil.

Quelle