4-Morpholinopiperidine Chemical Properties

Melting point:

40-43 °C(lit.)

Boiling point:

100-115 °C0.15-0.20 mm Hg(lit.)

Density 

1.033±0.06 g/cm3(Predicted)

vapor pressure 

0.63-4.58Pa at 25-45℃

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Solid

pka

10.21±0.10(Predicted)

Appearance

Colorless to off-white Solid

InChI

InChI=1S/C9H18N2O/c1-3-10-4-2-9(1)11-5-7-12-8-6-11/h9-10H,1-8H2

InChIKey

YYBXNWIRMJXEQJ-UHFFFAOYSA-N

SMILES

N1(C2CCNCC2)CCOCC1

LogP

0.3 at 25℃ and pH11

Dissociation constant

5.44-10.1 at 20℃

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38-20/21/22

Safety Statements 

26-36-36/37/39

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29333990

MSDS

• Language:English Provider:SigmaAldrich

4-Morpholinopiperidine Usage And Synthesis

Uses

Reactant for synthesis of:

• Selective adenosine A2A receptor antagonists
• Antidepressents
• Small molecules that restore E-cadherin expression and reduce invasion in colorectal carcinoma cells
• Orally bioavailable P2Y12 antagonists for inhibition of platelet aggregation
• Quinoline derivatives with antimicrobial activity
• Antimalarials

Synthesis

General procedure for the synthesis of 4-(4-piperidinyl)morpholine from N-benzyl-4-(4-morpholinyl)piperidine: 41.59 g (0.16 mol) of N-benzyl-4-(4-morpholinyl)piperidine was dissolved in 400 mL of methanol, and 5.2 g of 10% palladium/carbon catalyst was added. The hydrogenation reaction was carried out at room temperature for 18 hours at 50 psi hydrogen pressure. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated. A colorless oily substance was obtained, which was left to crystallize. The yield was 25.29 g with 93% yield.

References

[1] Patent: US2008/45705, 2008, A1. Location in patent: Page/Page column 10-11
[2] Patent: US2003/69297, 2003, A1
[3] Patent: US2003/125370, 2003, A1

4-Morpholinopiperidine(53617-35-9)Related Product Information

• Phenylpropyl aldehyde
• 2,2-Dimorpholinodiethylether
• 4-Aminopiperidine
• 4-methylaminopiperidine dihydrochloride
• (R)-3-Aminopiperidine
• N-methylpiperidin-3-amine
• N,N-Dimethylpiperidin-4-amine
• 4-Piperidinopiperidine
• Alectinib
• tert-butyl 6-cyano-2-(2-(4-ethyl-3-iodophenyl)propan-2-yl)-1H-indole-3-carboxylate
• Phenylpropiolaldehyde
• 4-(PIPERIDIN-4-YL)-MORPHOLINE
• 4-Morpholinopiperidine
• 2,6-DIMETHYL-4-PIPERIDIN-4-YL-MORPHOLINE DIHYDROCHLORIDE
• 4-MORPHOLIN-4-YL-PIPERIDINE-4-CARBOXYLIC ACIDDIHYDROCHLORIDE
• 2,6-DIMETHYL-4-PIPERIDIN-4-YL-MORPHOLINE
• N-(piperidin-4-yl)morpholine-4-sulfonamide
• 4-[1-(6-Chloro-pyrimidin-4-yl)-piperidin-4-yl]-morpholine