2-Chloro-3-fluoropyridine

Base Information

• Chemical Name: 2-Chloro-3-fluoropyridine
• CAS No.: 17282-04-1
• Molecular Formula: C5H3ClFN
• Molecular Weight: 131.537
• Hs Code.: 29333990
• European Community (EC) Number: 629-118-6
• DSSTox Substance ID: DTXSID60382298
• Nikkaji Number: J149.520H
• Wikidata: Q72451333
• Mol file: 17282-04-1.mol

Synonyms:2-Chloro-3-fluoropyridine;17282-04-1;3-FLUORO-2-CHLOROPYRIDINE;2-Chloro-3-Fluoro Pyridine;Pyridine, 2-chloro-3-fluoro-;MFCD03095302;SCHEMBL105057;DTXSID60382298;SVAZIMBLBHOVIR-UHFFFAOYSA-N;2-Chloro-3-fluoropyridine, 97%;BCP22126;RB1059;AKOS005063977;AB13662;AC-2663;CS-W020185;PS-9140;AM20050878;C2447;FT-0637521;FT-0658919;EN300-56059;W-206038;F0001-0627;Z850328566

Chemical Property of 2-Chloro-3-fluoropyridine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 1.63mmHg at 25°C
• Refractive Index: n20/D 1.509(lit.)
• Boiling Point: 151.6 °C at 760 mmHg
• PKA: -0.05±0.10(Predicted)
• Flash Point: 45.5 °C
• PSA: 12.89000
• Density: 1.331 g/cm³
• LogP: 1.87410
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 130.9938050
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-3-Fluoropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 22-41-36/37/38-37/38-23/24/25
• Safety Statements: 26-36-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)Cl)F

Technology Process of 2-Chloro-3-fluoropyridine

There total 6 articles about 2-Chloro-3-fluoropyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

2-chloro-3-aminopyridine (6298-19-7) → 2-chloro-3-fluoropyridine (17282-04-1)

Guidance literature:

With pyridine hydrogenfluoride; sodium nitrite; 1.) O deg C, 20 min, 2.) 20 deg C, 1 h;

DOI:10.1016/0040-4020(95)00867-8

Reference yield: 63.0%

3-Fluoropyridine (372-47-4) → 2-chloro-3-fluoropyridine (17282-04-1)

Guidance literature:

3-Fluoropyridine; With 1,4-diaza-bicyclo[2.2.2]octane; n-butyllithium; In diethyl ether; hexane; at -65 ℃; for 1.16667h;

With hexachloroethane; In diethyl ether; hexane; at -40 ℃; for 2.25h;

Reference yield: 52.0%

1,4-diaza-bicyclo[2.2.2]octane (280-57-9,88935-43-7) + 3-Fluoropyridine (372-47-4) + hexachloroethane (67-72-1) → 2-chloro-3-fluoropyridine (17282-04-1)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; diethyl ether; water;

upstream raw materials:

3-Fluoropyridine

acetyl hypofluorite

2-chloro-3-aminopyridine

pyridin-3-ylamine

Downstream raw materials:

1-(3-fluoro-pyridin-2-yl)piperazine

2-Chlor-3-fluorpyridin-1-oxid

benzhydrylidene(3-fluoropyridin-2-yl)amine

2-(2-chloro-3-fluoropyridin-4-yl)propan-2-ol

Refernces

Pyridinylpiperazines, a new class of selective α₂-adrenoceptor antagonists

10.1021/jm00366a007

The research aimed to synthesize and evaluate a series of 1-(2-pyridinyl)piperazine derivatives for their adrenergic activity, specifically as selective a2-adrenoceptor antagonists. The study used various 2-halo-pyridines and piperazines to synthesize the target compounds. Key chemicals included 2-chloro-3-fluoropyridine, piperazine, N-methylpiperazine, and several other halogenated pyridines. The researchers assessed the in vitro activity of these compounds by measuring their ability to displace [3H]clonidine and [3H]prazosin from membrane binding sites in calf cerebral cortex, which indicated their interaction with a2- and a1-adrenoceptors, respectively. In vivo assays involved antagonism of clonidine-induced mydriasis in rats. The study concluded that several compounds, particularly the 3-fluoro derivative (2b), exhibited higher potency and selectivity for a2-adrenoceptors compared to reference standards like yohimbine and rauwolscine. The research suggests that these pyridinylpiperazines could serve as potential therapeutic agents for conditions involving a2-adrenoceptor modulation.

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