Reaktion #2057816

Reaktionsgleichung

5-[2-((S)-2-Cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxo-ethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid

HATU

DIPEA

4-((R)-2-Amino-3-fluoro-propionyl)-piperazine-1-carboxylic acid ethyl ester

NaHCO3

→

title compound

4-[(R)-2-({5-[2-((S)-2-Cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxo-ethoxy]-1-phenyl-1H-pyrazole-3-carbonyl}-amino)-3-fluoro-propionyl]-piperazine-1-carboxylic acid ethyl ester

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   WaschenElute® cartridge
3. 3
   Wascheneluting with DCM
4. 4
   SonstigeThe crude product obtained
5. 5
   Sonstigeafter evaporation of the solvent
6. 6
   Sonstigewas purified by preparative HPLC (
7. 7
   WaschenC18 reverse phase column, elution with a water/MeCN gradient with 0.1% TFA)

Vorschrift

To a solution of 164 mg 5-[2-((S)-2-Cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxo-ethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid in 2 ml DMF were added 152 mg HATU, 0.20 ml DIPEA and 144 mg 4-((R)-2-Amino-3-fluoro-propionyl)-piperazine-1-carboxylic acid ethyl ester. After stirring for 3 h saturated NaHCO3 solution (1.5 ml) was added and the mixture passed through a Chem Elute® cartridge eluting with DCM. The crude product obtained after evaporation of the solvent was purified by preparative HPLC (C18 reverse phase column, elution with a water/MeCN gradient with 0.1% TFA) to give the title compound.

Quelle