43071-19-8

Basic information

• Product Name: N,N-dimethyl-1-pyridin-2-yl-methanamine
• Synonyms: N,N-dimethyl-1-pyridin-2-yl-methanamine;N,N-Dimethyl-2-pyridinemethanamine;2-(Dimethylaminomethyl)pyridine;2-[(Dimethylamino)methyl]pyridine;2-PyridineMethanaMine, N,N-diMethyl-
• CAS NO: 43071-19-8
• Molecular Formula: C₈H₁₂N₂
• Molecular Weight: 136.19
• Mol File: 43071-19-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 171.4 °C at 760 mmHg
• Flash Point: 57.5 °C
• Appearance: /
• Density: 0.978g/cm³
• Vapor Pressure: 1.4mmHg at 25°C
• Refractive Index: 1.518
• PKA: pK1:2.58(+2);pK2:8.12(+1) (25°C)
• CAS DataBase Reference: N,N-dimethyl-1-pyridin-2-yl-methanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dimethyl-1-pyridin-2-yl-methanamine(43071-19-8)
• EPA Substance Registry System: N,N-dimethyl-1-pyridin-2-yl-methanamine(43071-19-8)

Safety Data

• Hazardous Substances Data: 43071-19-8(Hazardous Substances Data)

Usage

Uses

2-(Dimethylaminomethyl)-pyridine is a building block for organic synthesis and a useful pharmaceutical intermediate.

InChI:InChI=1/C8H12N2/c1-10(2)7-8-5-3-4-6-9-8/h3-6H,7H2,1-2H3

Upstream product

• 315493-84-6 (4-chloro-[2]pyridylmethyl)-dimethyl-amine 
• 3731-51-9 2-(Aminomethyl)pyridine 
• 50-00-0 formaldehyd 
• 124-38-9 carbon dioxide 
• 21035-59-6 N-methyl-2-pyridinemethanamine 
• 100-70-9 2-Cyanopyridine 
• 67-56-1 methanol 
• 6959-47-3 2-chloromethylpyridine hydrochloride 
• 124-40-3 dimethyl amine 
• 931-19-1 2-methylpyridine N-oxide 
• 680-31-9 N,N,N,N,N,N-hexamethylphosphoric triamide 

Downstream Products

• 148661-17-0 [Pd(pentafluorophenolato)2(2-((dimethylamino)methyl)pyridine)] 
• 1315461-19-8 trans-[RuCl₂(2-(N,N-dimethylamino)methylpyridine)(1,4-bis(diphenylphosphino)butane)] 
• 1315461-20-1 trans-[RuCl₂(2-(N,N-dimethylamino)methylpyridine)(1,1'-bis(diphenylphosphino)ferrocene)] 
• 148661-13-6 [Pd(phenoxo)2(2-((dimethylamino)methyl)pyridine)] 
• 1121-60-4 pyridine-2-carbaldehyde 
• 124-40-3 dimethyl amine 

Relevant articles and documents

Direct Synthesis of N,N-Dimethylated and β-Methyl N,N-Dimethylated amines from nitriles using methanol: Experimental and computational studies

Direct and selective synthesis of N,N-dimethylated amines from nitriles using methanol as C1 building blocks is reported using an air- and moisture-stable ruthenium complex. Following this process, various aromatic as well as aliphatic nitriles were converted to the corresponding N-methylated amines. Interestingly, tandem C-methylation as well as N-methylation was achieved by introducing multiple methyl groups. The practical aspect of this process was revealed by preparative-scale reactions with different nitriles and the synthesis of anti-allergic drug "avil". Several kinetic experiments and detailed DFT calculations were carried out to understand the mechanism of this process.

A general catalytic methylation of amines using carbon dioxide

Putting CO2 to work: Carbon dioxide is shown to be a general and selective methylating reagent for secondary and primary, aromatic and aliphatic amines under reductive conditions. A variety of tertiary amines are obtained from CO2 and commercially available silanes in high yields with good tolerance to nitrile, olefin, ether, ester, and hydroxy groups. Copyright

Reaction of Pyridine and Picolines N-oxides with Hexamethylphosphoroamide. New Way to Dimethylamino Derivatives of Azaaromatic Compounds

The reaction of pyridine, 2-, 3-, and 4-picoline N-oxides with hexamethylphosphoramide (HMPA) was studied in the temperature range of 150-230 deg C with and without polyphosphoric acid (PPA) as catalyst. Pyridine and 3-picoline N-oxides gave their 2-dimethylamino derivatives as well as deoxygenation products. In the case of 2- and 4-picoline N-oxides 2- and 4-dimethylaminomethylpyridines were formed, respectively as well as 2- and 4-picoline. Key words: hexamethylphosphoramide, pyridine and picoline N-oxides, 2-dimethylaminopyridine, 2- and 4- dimethylaminomethylpyridines