5-Bromo-2-fluoropyridine

Base Information

• Chemical Name: 5-Bromo-2-fluoropyridine
• CAS No.: 766-11-0
• Molecular Formula: C5H3BrFN
• Molecular Weight: 175.988
• Hs Code.: 29339900
• European Community (EC) Number: 629-380-1
• DSSTox Substance ID: DTXSID40382478
• Nikkaji Number: J1.309.714C
• Wikidata: Q72479466
• Mol file: 766-11-0.mol

Synonyms:2-fluoro-5-bromopyridine;5-bromo-2-fluoropyridine

Chemical Property of 5-Bromo-2-fluoropyridine

Chemical Property:

• Appearance/Colour: clear colorless yellowish liquid
• Vapor Pressure: 1.37mmHg at 25°C
• Refractive Index: n20/D 1.5325(lit.)
• Boiling Point: 178 °C at 760 mmHg
• PKA: -2.79±0.10(Predicted)
• Flash Point: 61.4 °C
• PSA: 12.89000
• Density: 1.707 g/cm³
• LogP: 1.98320
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 174.94329
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

99% ^*data from raw suppliers

2-Fluoro-5-bromopyridine ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1Br)F
• Uses: 2-Fluoro-5-bromopyridine is used in the synthesis of heteroaromatic and aniline derivatives of piperidines as potent ligands used for vesicular acetylcholine transport. Also used in the synthesis of benzofurano[3,2-d]pyrimidin-2-one derived inhbitors.

Technology Process of 5-Bromo-2-fluoropyridine

There total 6 articles about 5-Bromo-2-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:

6-fluoronicotinic acid (403-45-2) → 5-bromo-2-fluoropyridine (766-11-0)

Guidance literature:

With bromine; mercury(II) oxide; In tetrachloromethane; hexane;

Reference yield:

5-bromo2-nitropyridine (39856-50-3) → 5-bromo-2-fluoropyridine (766-11-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; water; N,N-dimethyl-formamide; at 23 ℃; for 4h;

DOI:10.1021/ol047688v

Reference yield:

5-bromo-2-chloropyridine (53939-30-3) → 5-bromo-2-fluoropyridine (766-11-0)

Guidance literature:

With p-methoxybenzoyl fluoride; 2,3-Dihydro-1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene; In N,N-dimethyl-formamide; at 25 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b00538

upstream raw materials:

5-bromo2-nitropyridine

6-fluoronicotinic acid

5-bromo-2-chloropyridine

2,5-dibromopyridine

Downstream raw materials:

(6-fluoropyridin-3-yl)boronic acid

5-bromo-2-fluoropyridin-3-ylboronic acid

5-bromo-1-(difluoromethyl)-1,2-dihydropyridin-2-one

4-(6-fluoropyridin-3-yl)-benzoic acid

Refernces

• 1、 -. "PROCESS FOR FLUORINATING COMPOUNDS". Page/Page column 29; 33; 35. . Retrieved 2017/02/28.
• 2、 Schimler, Sydonie D.,Ryan, Sarah J.,Bland, Douglas C.,Anderson, John E.,Sanford, Melanie S.. "Anhydrous Tetramethylammonium Fluoride for Room-Temperature SNAr Fluorination". . p. 12137 - 12145. Retrieved 2016/01/09.