5-(Aminomethyl)-2-chloropyridine

5-(Aminomethyl)-2-chloropyridine Property

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

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

H315Causes skin irritation

H317May cause an allergic skin reaction

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

5-(Aminomethyl)-2-chloropyridine Chemical Properties,Usage,Production

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