1042512-03-7

Basic information

• Product Name: N-benzyl-3-chloropyridin-2-amine
• Synonyms: N-benzyl-3-chloropyridin-2-amine;2-PYRIDINAMINE,3-CHLORO-N-(PHENYLMETHYL)-
• CAS NO: 1042512-03-7
• Molecular Formula: C₁₂H₁₁ClN₂
• Molecular Weight: 218.68214
• Mol File: 1042512-03-7.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-benzyl-3-chloropyridin-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-3-chloropyridin-2-amine(1042512-03-7)
• EPA Substance Registry System: N-benzyl-3-chloropyridin-2-amine(1042512-03-7)

Safety Data

• Hazardous Substances Data: 1042512-03-7(Hazardous Substances Data)

Upstream product

• 1480-64-4 3-chloro-2-fluoropyridine 
• 100-46-9 benzylamine 
• 96424-68-9 2-bromo-3-chloropyridine 
• 2402-77-9 2,3-dichloro-pyridine 

Downstream Products

• 1294517-65-9 N-benzyl-3-phenylpyridine-2-amine 
• 1416556-11-0 3-phenyl-N-{phenyl[4-(trifluoromethyl)phenyl]methyl}-pyridin-2-amine 
• 1416556-09-6 N-{[4-chlorophenyl](phenyl)methyl}-3-phenylpyridin-2-amine 
• 1370412-48-8 N-((4-fluorophenyl)(phenyl)methyl)-3-phenylpyridin-2-amine 
• 1370412-47-7 N-((4-(tert-butyl)phenyl)(phenyl)methyl)-3-phenylpyridin-2-amine 
• 1370412-46-6 3-phenyl-N-(phenyl(p-tolyl)methyl)pyridin-2-amine 
• 1370412-45-5 N-benzhydryl-3-phenylpyridin-2-amine 

Relevant articles and documents

Quaternary Ammonium Salts as Alkylating Reagents in C-H Activation Chemistry

A rhodium(I)-catalyzed alkylation reaction of benzylic amines via C(sp3)-H activation using quaternary ammonium salts as alkyl source is described. The reaction proceeds via in situ formation of an olefin via Hofmann elimination, which is the actual alkylating reagent. This represents an operationally simple method for substituting gaseous and liquid olefins with solid quaternary ammonium salts as alkylating reagents, which is transferable to other C-H activation protocols as well.

A convenient palladium-catalyzed azaindole synthesis

A one-pot protocol is described which allows direct access to azaindoles from amino-halopyridines and ketones.

Aryl bromides and aryl chlorides for the direct arylation of benzylic amines mediated by ruthenium(II)

The ruthenium(II)-catalyzed sp3 C-H bond arylation of benzylic amines with aryl halides is reported. In the present method, aryl iodides and, more importantly, also the cheaper aryl bromides and aryl chlorides can be applied as aryl sources. Additionally, the method does not require elaborate manipulations in a glove box and can be carried out in simple screw cap vials. Potassium pivalate proved to be beneficial for the transformation with aryl bromides or iodides as aryl source, but was not required for aryl chlorides. In the latter case, the addition of PPh3 led to high conversion. 3-Methyl and 3-phenyl pyridine were established as directing groups, and the substituent in the 3-position represents a key structural feature for high conversion. The directing group can be cleaved after the transformation, which allows access to diarylmethylamines. Mechanistic studies were carried out and critically compared to mechanistic reports of related transformations.. Copyright