525-75-7

Basic information

• Product Name: 2-(1-methyl-1H-pyrrol-2-yl)pyridine
• Synonyms: 2-(1-methyl-1H-pyrrol-2-yl)pyridine;2,2'-Nicotyrine
• CAS NO: 525-75-7
• Molecular Formula: C₁₀H₁₀N₂
• Molecular Weight: 158.1998
• EINECS: 208-380-1
• Mol File: 525-75-7.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 272.9°Cat760mmHg
• Flash Point: 118.8°C
• Appearance: /
• Density: 1.04g/cm³
• Vapor Pressure: 0.00991mmHg at 25°C
• Refractive Index: 1.581
• CAS DataBase Reference: 2-(1-methyl-1H-pyrrol-2-yl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-methyl-1H-pyrrol-2-yl)pyridine(525-75-7)
• EPA Substance Registry System: 2-(1-methyl-1H-pyrrol-2-yl)pyridine(525-75-7)

Safety Data

• Hazardous Substances Data: 525-75-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H10N2/c1-12-8-4-6-10(12)9-5-2-3-7-11-9/h2-8H,1H3

Upstream product

• 96-54-8 N-Methylpyrrole 
• 109-04-6 2-bromo-pyridine 
• 5029-67-4 2-iodopyridine 
• 87236-62-2 1-Methyl-2-pyrrolyl-magnesium bromide 
• 20451-53-0 Phenyl vinyl sulfoxide 
• 119908-58-6 M-methyl-1-(2-pyridyl)ethanimine N-oxide 
• 131684-98-5 2-pyridine-γ-oxo butanal 
• 74-89-5 methylamine 
• 80-48-8 methyl p-toluene sulfonate 
• 74-88-4 methyl iodide 
• 41122-56-9 sodium 2-pyridine diazotate 
• 64-19-7 acetic acid 
• 1122-62-9 2-acetylpyridine 
• 109-09-1 2-chloropyridine 

Downstream Products

• 23950-04-1 a-Nicotine 

Relevant articles and documents

Generation of Aryl Radicals from Aryl Halides: Rongalite-Promoted Transition-Metal-Free Arylation

A new and practical method for the generation of aryl radicals from aryl halides is reported. Rongalite as a novel precursor of super electron donors was used to initiate a series of electron-catalyzed reactions under mild conditions. These transition-metal-free radical chain reactions enable the efficient formation of C-C, C-S, and C-P bonds through homolytic aromatic substitution or SRN1 reactions. Moreover, the synthesis of antipsychotic drug Quetiapine was performed on gram scale through the described method. This protocol demonstrated its potential as a promising arylation method in organic synthesis.

Palladium-Catalyzed Regioselective Dehydrogenative C–H/C–H Cross-Coupling of Pyrroles and Pyridine N-Oxides

The palladium-catalyzed cross-dehydrogenative coupling of N-alkylpyrroles and pyridine N-oxides gave the corresponding pyrrolylpyridine N-oxides. Cu(OAc)2·H2O as a co-catalyst with air as the terminal oxidant led to preferential coupling in the β-position, whereas AgOAc as the stoichiometric oxidant resulted in preferential coupling in the α-position. N-(Benzyloxymethyl)pyrrole derivatives were deprotected by hydrogenolysis followed by basic hydrolysis.

Ring-Centered Heterocyclic Cations and the Direct Heteroarylation of Aromatic and Heterocyclic Compounds

(matrix presented) The protonation of heterocyclic diazotates (attachment adjacent to a nitrogen atom) yields ring-centered heterocyclic carbocations that are highly reactive. The carbocations were found to alkylate aromatic and heterocyclic compounds, such as benzene, N-methylpyrrole, and 2-aminopyridine, in reactions that are synthetically useful. This carbocation involvement may serve as a paradigm for the cross-linking of DNA by nitrous acid and the anticancer activity of heterocyclic diazotates.