Pipecolamide Chemical Properties

Melting point:

138-140°

Boiling point:

311.7±31.0 °C(Predicted)

Density 

1.060±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

slightly sol. in Methanol

form 

powder to crystal

pka

16.77±0.20(Predicted)

color 

White to Almost white

InChI

InChI=1S/C6H12N2O/c7-6(9)5-3-1-2-4-8-5/h5,8H,1-4H2,(H2,7,9)

InChIKey

XIMBESZRBTVIOD-UHFFFAOYSA-N

SMILES

N1CCCCC1C(N)=O

Safety Information

Risk Statements 

36/37/38

Safety Statements 

26-36

HazardClass 

IRRITANT

HS Code 

29333990

Pipecolamide Usage And Synthesis

Chemical Properties

White solid

Synthesis

General procedure for the synthesis of 2-piperidinecarboxamide from 1-N-benzyloxycarbonyl-2-piperidinecarboxylic acid:[Ref. Example 19] To a dichloromethane (20 mL) containing N-benzyloxycarbonylpiperidine-2-carboxylic acid (2.0 g), 1-hydroxybenzotriazole (1.6 g), and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.3 g) at room temperature Concentrated ammonia (3 mL) and triethylamine (2 mL) were added to the solution, followed by stirring the reaction mixture for 3 days. Upon completion of the reaction, the mixture was partitioned between water and dichloromethane. The organic layer was dried with anhydrous magnesium sulfate, filtered and the solvent was evaporated under reduced pressure. The residue was dissolved in methanol (30 mL), 10% palladium-carbon catalyst (1 g, 50% wet) was added and stirred under hydrogen atmosphere for 20 hours. At the end of the reaction, the catalyst was removed by filtration and the filtrate was concentrated under reduced pressure to give the 2-piperidinecarboxamide solid product (970 mg, quantitative yield). m/z MS (ESI): 128 (M+).

References

[1] Patent: EP1762568, 2007, A1. Location in patent: Page/Page column 37-38

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