5-(Aminomethyl)-2-chloropyridine Chemical Properties

Melting point:

28-34 °C

Boiling point:

101-102°C 1mm

Density 

1.244±0.06 g/cm3(Predicted)

Flash point:

>230 °F

storage temp. 

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

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

7.78±0.29(Predicted)

form 

Oil to Low-Melting Solid

color 

Off-White to Light Brown

Sensitive 

Hygroscopic

BRN 

8308740

Stability:

Hygroscopic

InChI

InChI=1S/C6H7ClN2/c7-6-2-1-5(3-8)4-9-6/h1-2,4H,3,8H2

InChIKey

XPARFBOWIYMLMY-UHFFFAOYSA-N

SMILES

C1=NC(Cl)=CC=C1CN

CAS DataBase Reference

97004-04-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

T,C

Risk Statements 

25-37/38-41-43-34

Safety Statements 

26-36/37/39-45-20

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

HazardClass 

8

PackingGroup 

III

HS Code 

2933399990

MSDS

• Language:English Provider:5-(Aminomethyl)-2-chloropyridine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

5-(Aminomethyl)-2-chloropyridine Usage And Synthesis

Chemical Properties

White to Off-white crystal

Uses

5-Aminomethyl-2-chloropyridine is a reagent that is used in the synthesis of macamides and analogs that have FAAH (fatty acid amide hydrolase) inhibitory activity.

Synthesis

General procedure for the synthesis of 5-aminomethyl-2-chloropyridine from the compound (CAS:1080018-12-7) (Example 5): preparation of (2-chloropyridin-5-yl)methylamine (4). To 0.77 g (1.66 mmol) of 1,3,5-tris[(2-chloropyridin-5-yl)methyl]-1,3,5-perhydrotriazine (II-4) were sequentially added 0.40 g of methanol and 1.83 g of concentrated hydrochloric acid, and the resultant mixture was stirred for 6 hr. at 75 to 80° C. The reaction was carried out with the aid of a liquid chromatograph. After completion of the reaction, the reaction mixture was diluted with chloroform and adjusted to basicity by addition of 28% aqueous sodium hydroxide. The chloroform layer was separated and concentrated to give 0.68 g (yield: 95%) of the target product (2-chloropyridin-5-yl)methylamine (III-1).

References

[1] Patent: EP2141149, 2010, A1. Location in patent: Page/Page column 17
[2] Patent: US2010/121054, 2010, A1. Location in patent: Page/Page column 9

5-(Aminomethyl)-2-chloropyridine(97004-04-1)Related Product Information

• DIMETHYLAMINOPYRIDINE, POLYMER-BOUND
• 4-Dimethylaminopyridine
• 3-Aminopyridine
• 2-chloro-6-trichloromethylpyridine
• 2-Aminopyridine
• 2-Chloro-5-chloromethylpyridine
• 2-Chloropyridine
• 6-Chloronicotinamide
• 5,6-DICHLORONICOTINAMIDE
• 2,6-DICHLORO-4-METHYLNICOTINAMIDE
• 5-(Aminomethyl)-2-chloropyridine
• N-[(2,6-DICHLORO-4-METHYL-3-PYRIDYL)CARBONYL]-N'-(3,4-DICHLOROPHENYL)UREA
• N-[(2,6-DICHLORO-4-METHYL-3-PYRIDYL)CARBONYL]-N'-(2,3-DICHLOROPHENYL)UREA
• N-[(2,6-DICHLORO-4-METHYL-3-PYRIDYL)CARBONYL]-N'-(2,5-DICHLOROPHENYL)UREA
• N3-PHENYL-6-CHLORONICOTINAMIDE
• N-[(2,6-DICHLORO-4-METHYL-3-PYRIDYL)CARBONYL]-N'-(3,5-DICHLOROPHENYL)UREA
• N3-(4-CHLOROPHENYL)-6-CHLORONICOTINAMIDE
• N-(4-CHLOROPHENYL)-N'-[(2,6-DICHLORO-4-METHYL-3-PYRIDYL)CARBONYL]UREA