Reaktion #1995792

Reaktionsgleichung

5-Hydroxy-1-(3-methoxy-phenyl)-1H-pyrazole-3-carboxylic acid

4-((S)-2-Amino-4-tert-butoxycarbonyl-butyryl)-piperazine-1-carboxylic acid ethyl ester

HOBT

EDC

→

4-((S)-4-tert-Butoxycarbonyl-2-{[5-hydroxy-1-(3-methoxy-phenyl)-1H-pyrazole-3-carbonyl]-amino}-butyryl)-piperazine-1-carboxylic acid ethyl ester

Lösungsmittel

DMF

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationfiltered through a Chem Elut® cartridge
2. 2
   Waschenby eluting with ethyl acetate
3. 3
   SonstigeThe solvents were removed under reduced pressure
4. 4
   SonstigeThe crude product was purified by chromatography on silica gel eluting with a gradient of n-heptane/ethyl acetate
5. 5
   workup.ADDITIONThe fractions containing the product
6. 6
   Sonstigethe solvent evaporated under reduced pressure

Vorschrift

To a solution of 150 mg of 5-Hydroxy-1-(3-methoxy-phenyl)-1H-pyrazole-3-carboxylic acid and 220 mg of 4-((S)-2-Amino-4-tert-butoxycarbonyl-butyryl)-piperazine-1-carboxylic acid ethyl ester in 3 ml of DMF, 98 mg of HOBT and 122 mg of EDC was added and the reaction mixture was stirred for 16 h at RT. Then, the reaction mixture was diluted with water and filtered through a Chem Elut® cartridge by eluting with ethyl acetate. The solvents were removed under reduced pressure. The crude product was purified by chromatography on silica gel eluting with a gradient of n-heptane/ethyl acetate. The fractions containing the product were combined and the solvent evaporated under reduced pressure.

Quelle