1-Methylpiperidin-4-amine Chemical Properties

Melting point:

203-207

Boiling point:

62-64°C 1mm

Density 

0.91

refractive index 

1.4700-1.4740

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

clear liquid

pka

9.92±0.20(Predicted)

color 

Colorless to Light orange to Yellow

InChI

InChI=1S/C6H14N2/c1-8-4-2-6(7)3-5-8/h6H,2-5,7H2,1H3

InChIKey

ALOCUZOKRULSAA-UHFFFAOYSA-N

SMILES

N1(C)CCC(N)CC1

CAS DataBase Reference

41838-46-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-22-34-11

Safety Statements 

26-36/37/39-45-22-16-9

RIDADR 

2920

HazardClass 

IRRITANT

PackingGroup 

Ⅱ

HS Code 

29333990

1-Methylpiperidin-4-amine Usage And Synthesis

Uses

4-Amino-1-methylpiperidine is used as an organic reagent and pharmaceutical intermediate.

Chemical Properties

Clear colorless to yellow liquid

Synthesis

N-((4-methoxyphenyl)methyl)-4-amino-1-methylpiperidine (1 g, 4.27 mmol) was used as starting material, which was dissolved in a methanol solution of 4% formic acid (60 mL). Under argon protection, 10% Pd/C (1 g) was added to the reaction system and the reaction mixture was subsequently heated to reflux for 24 hours. Upon completion of the reaction, the mixture was filtered through diatomaceous earth and the filtrate was acidified with concentrated hydrochloric acid to a pH of about 1. The resulting solution was concentrated to give a yellow oily substance. The oily substance was purified by fast chromatography (eluent: methanol/dichloromethane = 3:7 with 3.5% ammonia) to give 249 mg (51% yield) of 4-amino-1-methylpiperidine (57-MBT36B) as a white solid. Thin layer chromatography (TLC) Rf value was 0.13 (unfolding agent: 10% dichloromethane solution in methanol with 3.5% ammonia). High performance liquid chromatography-mass spectrometry (HPLC-MS, Method B) showed the molecular ion peak MH+ = 115. ultraviolet/mass spectrometry (UV/MS) detection showed a percent purity of -/100.

References

[1] Patent: WO2007/124136, 2007, A1. Location in patent: Page/Page column 126-127

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