Réaction #7007

Équation de réaction

1-hydroxybenzotriazole hydrate

3-dimethylaminopropyl-3-ethylcarbodiimide hydrochloride

Butyric acid hydrazide

1-pyrimidin-2-yl-piperidine-4-carboxylic acid

→

title compound

Rendement 62.0%

1-Pyrimidin-2-yl-piperidine-4-carboxylic acid N′-butyryl-hydrazide

Rendement 62.0%

Solvants

dichloromethane

dichloromethane

sodium hydrogen carbonate

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONwas added
2. 2
   ConcentrationThe reaction mixture was concentrated under reduced pressure
3. 3
   Autrethe solid formed
4. 4
   Autrewas isolated by filtration
5. 5
   AutreThe material obtained
6. 6
   Autrewas dried under vacuum at 40° C.

Mode opératoire

A mixture of 1-pyrimidin-2-yl-piperidine-4-carboxylic acid (3.0 g, 14.5 mmol)(see reference U.S. Pat. No. 4,826,843), 1-hydroxybenzotriazole hydrate (1.96 g, 14.5 mmol) and 1-(3-dimethylaminopropyl-3-ethylcarbodiimide hydrochloride (2.78 g, 14.5 mmol) in dichloromethane (100 ml) was stirred for 10 minutes. Butyric acid hydrazide (1.78 g, 17.4 mmol) was added and the reaction mixture was stirred under a nitrogen atmosphere for 18 hours. The reaction mixture was diluted with dichloromethane (100 ml) and sodium hydrogen carbonate solution was added. The reaction mixture was concentrated under reduced pressure and the solid formed was isolated by filtration. The material obtained was dried under vacuum at 40° C. to give the title compound (2.62 g).

Source