3-(Aminomethyl)-1-methylpiperidine Chemical Properties

Boiling point:

58°C/6mm

Density 

0.9096 g/cm3

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

10.12±0.29(Predicted)

form 

liquid

color 

Colourless to pale yellow

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22

HazardClass 

IRRITANT

HS Code 

2933399990

3-(Aminomethyl)-1-methylpiperidine Usage And Synthesis

Synthesis

3-(Di-tert-butoxymethylamino)-1-methylpiperidine (500 mg, 1.52 mmol) was used as raw material and dissolved in a 1,4-dioxane solution (19.75 mL) of methanol (7.5 mL) and 10% (v/v) concentrated sulfuric acid. The reaction mixture was stirred at 25°C for 0.5 hours. Methanol (300 mL) was then added and BioRad AG1-X8 resin (OH type) was added until the pH reached 10. The resin was removed by filtration and the resin was washed with methanol (2 x 200 mL). The eluates were combined and evaporated to dryness, and the residue was purified by silica gel column chromatography (30 × 2.5 cm) to afford 3-(aminomethyl)-1-methylpiperidine (69.2 mg, 35%) using 10% concentrated ammonium hydroxide in methanol solution-dichloromethane as eluent. The product characterization data were as follows: FABMS: m/z 129.1 (MH+); HRFABMS: m/z 129.1392 (MH+), calculated value C7H17N2: m/z 129.1392; 1H NMR (CDCl3) δ 0.90 (2H, m, CH2), 1.65 (2H, m, CH2), 1.72 (1H, m. CH), 1.79 (1H, m, CH2), 1.91 (1H, m, CH2), 2.30 (3H, s, NCH3), 2.64 (2H, m, CH2), 2.82 (1H, m, CH2NH2), 2.92 (1H, m, CH2NH2); 13C NMR (CDCl3) δ CH3: 46.7; CH2: 25.2, 28.0, 46.0, 36.4, 60.3; CH: 39.9.

References

[1] Patent: WO2004/22561, 2004, A1. Location in patent: Page 109

3-(Aminomethyl)-1-methylpiperidine(14613-37-7)Related Product Information

• Hexamethyldisilazane
• N-Methylpiperidine
• 2-Amino-2-methyl-1-propanol
• Haloperidol
• 2,2,6,6-Tetramethyl-4-piperidinol
• 2,2,6,6-Tetramethylpiperidinooxy
• DIHYDROERGOTAMINE TARTRATE
• DIHYDROERGOCRISTINE MESYLATE
• (-)-Sparteine sulfate pentahydrate
• Renzapride
• METERGOLINE
• Dihydroergotoxine mesylate
• CYTISINE
• SPARTEINE SULFATE
• (1-Methyl-4-piperidinyl)methanamine
• C-(1-METHYL-PIPERIDIN-2-YL)-METHYLAMINE
• Dihydroergotoxine
• Diphenoxylate