26820-73-5

Basic information

• Product Name: 3-NITRO-2-(1-PYRROLIDINYL)PYRIDINE
• Synonyms: 3-NITRO-2-(1-PYRROLIDINYL)PYRIDINE;3-Nitro-2-(pyrrolidin-1-yl)pyridine
• CAS NO: 26820-73-5
• Molecular Formula: C9H11N3O2
• Molecular Weight: 193.2
• Mol File: 26820-73-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 42 °C
• Boiling Point: 102°C 0,3mm
• Flash Point: 158.8°C
• Appearance: /
• Density: 1.296g/cm³
• Vapor Pressure: 9.44E-05mmHg at 25°C
• Refractive Index: 1.601
• PKA: 3.02±0.29(Predicted)
• CAS DataBase Reference: 3-NITRO-2-(1-PYRROLIDINYL)PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-NITRO-2-(1-PYRROLIDINYL)PYRIDINE(26820-73-5)
• EPA Substance Registry System: 3-NITRO-2-(1-PYRROLIDINYL)PYRIDINE(26820-73-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 26820-73-5(Hazardous Substances Data)

Usage

General Description

3-NITRO-2-(1-PYRROLIDINYL)PYRIDINE is a chemical compound with a molecular formula C11H12N4O2. It is a nitro pyridine derivative with a pyrrolidine group attached to its second carbon atom. 3-NITRO-2-(1-PYRROLIDINYL)PYRIDINE is primarily used in the synthesis of pharmaceuticals and agrochemicals. Its nitro group makes it a nitroaromatic compound, which can be a potential source of environmental pollution and health hazards if not handled and disposed of properly. It is important to follow safety protocols and guidelines when working with 3-NITRO-2-(1-PYRROLIDINYL)PYRIDINE to minimize any potential risks and ensure safe handling and usage.

InChI:InChI=1/C9H11N3O2/c13-12(14)8-4-3-5-10-9(8)11-6-1-2-7-11/h3-5H,1-2,6-7H2

Upstream product

• 123-75-1 pyrrolidine 
• 1480-87-1 2-fluoro-3-nitropyridine 
• 5470-18-8 2-Chloro-3-nitropyridine 
• 76893-44-2 3-nitropyridine-2-phenyl ether 

Downstream Products

• 5028-13-7 2-(pyrrolidin-1-yl)pyridin-3-amine 

Relevant articles and documents

2,2,2-Trifluoroethoxy Aromatic Heterocycles: Hydrolytically Stable Alternatives to Heteroaryl Chlorides

Herein we describe the 2,2,2-trifluoroethoxy group as an alternative leaving group for hydrolytically unstable heteroaryl chlorides. This group provides improved shelf stability by years while maintaining reactivity toward nucleophiles in SNAr

Room-Temperature Amination of Chloroheteroarenes in Water by a Recyclable Copper(II)-Phosphaadamantanium Sulfonate System

Buchwald-Hartwig amination of chloroheteroarenes has been a challenging synthetic process, with very few protocols promoting this important transformation at ambient temperature. The current report discusses about an efficient copper-based catalytic system (Cu/PTABS) for the amination of chloroheteroarenes at ambient temperature in water as the sole reaction solvent, a combination that is first to be reported. A wide variety of chloroheteroarenes could be coupled efficiently with primary and secondary amines as well as selected amino acid esters under mild reaction conditions. Catalytic efficiency of the developed protocol also promotes late-stage functionalization of active pharmaceutical ingredients (APIs) such as antibiotics (floxacins) and anticancer drugs. The catalytic system also performs efficiently at a very low concentration of 0.0001 mol % (TON = 980,000) and can be recycled 12 times without any appreciable loss in activity. Theoretical calculations reveal that the π-acceptor ability of the ligand PTABS is the main reason for the appreciably high reactivity of the catalytic system. Preliminary characterization of the catalytic species in the reaction was carried out using UV-VIS and ESR spectroscopy, providing evidence for the Cu(II) oxidation state.

A palladium nanoparticle-catalyzed aryl-amine coupling reaction: High performance of aryl and pyridyl chlorides as the coupling partner

Carbon nitride (CN)-supported nanosized palladium particles, Pd-CN, have been found to be an active catalyst system for the amination of aryl and pyridyl chloride moieties in the presence of dialkyl amine under mild reaction conditions. The recyclability study of the reaction shows the stable performance of the catalyst without a significant loss of catalytic activity for a couple of cycles.