Reaktion #2180239

Reaktionsgleichung

biphenyl-4-carboxylic acid

1-hydroxybenzotriazole

1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide

N-methylmorpholine

N-(2-aminophenyl)-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-carboxamide

→

title compound

N-(2-aminophenyl)-5-(biphenyl-4-ylcarbonyl)-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-carboxamide

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeReaction mixture
2. 2
   Einengenwas concentrated
3. 3
   workup.ADDITIONdiluted with water
4. 4
   Extraktionextracted with dichloromethane
5. 5
   Waschenwashed with brine solution
6. 6
   Trocknendried over anhydrous Na2SO4
7. 7
   EinengenConcentrated
8. 8
   Sonstigepurified by column chromatography

Vorschrift

To a solution of biphenyl-4-carboxylic acid (1.0 mmol) in dry 10 mL DMF, were added 1-hydroxybenzotriazole (1.2 mmol), 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide (2 mmol) and N-methylmorpholine (2.0 mmol). Solution was cooled to 0° C.N-(2-aminophenyl)-4,5,6,7-tetrahydro[1,3]thiazolo[5,4-c]pyridine-2-carboxamide obtained from step VIII of example 1 (1.1 mmole.) was then added and mixture was stirred at room temperature overnight. Reaction mixture was concentrated, diluted with water, extracted with dichloromethane, washed with brine solution, and dried over anhydrous Na2SO4. Concentrated and purified by column chromatography to yield the title compound.

Quelle