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5-(Aminomethyl)-2-chloropyridine

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5-(Aminomethyl)-2-chloropyridine Basic information
Product Name:5-(Aminomethyl)-2-chloropyridine
Synonyms:2-CHLORO-5-AMINOMETHYLPYRIDINE;5-AMINOMETHYL-2-CHLOROPYRIDINE;3-AMINOMETHYL-6-CHLORO PYRIDINE;6-CHLORO-3-PYRIDINEMETHYLAMINE;6-chloro-3-pyridinemethanamine;1-(6-CHLOROPYRIDIN-3-YL)METHANAMINE;RARECHEM AL BW 0722;6-Chloro-3-Picolylamine
CAS:97004-04-1
MF:C6H7ClN2
MW:142.59
EINECS:619-497-6
Product Categories:Aminomethyl's;Pyridines;Pyridine;C6Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks
Mol File:97004-04-1.mol
5-(Aminomethyl)-2-chloropyridine Structure
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)
Fp >230 °F
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
solubility Chloroform (Slightly), Methanol (Slightly)
pka7.78±0.29(Predicted)
form Oil to Low-Melting Solid
color Off-White to Light Brown
Sensitive Hygroscopic
BRN 8308740
Stability:Hygroscopic
InChIInChI=1S/C6H7ClN2/c7-6-2-1-5(3-8)4-9-6/h1-2,4H,3,8H2
InChIKeyXPARFBOWIYMLMY-UHFFFAOYSA-N
SMILESC1=NC(Cl)=CC=C1CN
CAS DataBase Reference97004-04-1(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
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsAcute Tox. 3 Oral
Eye Dam. 1
Skin Irrit. 2
Skin Sens. 1
STOT SE 3
MSDS Information
ProviderLanguage
5-(Aminomethyl)-2-chloropyridine English
SigmaAldrich English
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5-(Aminomethyl)-2-chloropyridine Usage And Synthesis
Chemical PropertiesWhite to Off-white crystal
Uses5-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
1,3,5-Triazine, 1,3,5-tris[(6-chloro-3-pyridinyl)methyl]hexahydro-

1080018-12-7

5-(Aminomethyl)-2-chloropyridine

97004-04-1

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 Preparation Products And Raw materials
Raw materialsEthanol-->Sodium hydroxide-->Ammonium hydroxide-->Hydrogen-->Nickel-->Hexamethylenetetramine-->Formamide-->2-Chloropyridine-->Raney nickel-->2-chloro-5-cyanopyridine
Preparation ProductsAcetamiprid-->3-Pyridinemethanamine,6-methoxy-(9CI)
Tag: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 2,6-Dichloro-4-methylnicotinamide 5,6-Dichloronicotinamide 5-(Aminomethyl)-2-chloropyridine N-[(2,6-DICHLORO-4-METHYL-3-PYRIDYL)CARBONYL]-N'-(2,5-DICHLOROPHENYL)UREA N3-(4-CHLOROPHENYL)-6-CHLORONICOTINAMIDE N-(4-Chlorophenyl)-N'-[(2,6-dichloro-4-methyl-3-pyridyl)carbonyl]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'-(3,5-dichlorophenyl)urea N-[(2,6-Dichloro-4-methyl-3-pyridyl)carbonyl]-N'-(3,4-dichlorophenyl)urea N3-phenyl-6-chloronicotinamide