2-Fluoro-5-(thiophen-2-yl)pyridine

Base Information

• Chemical Name: 2-Fluoro-5-(thiophen-2-yl)pyridine
• CAS No.: 1132832-80-4
• Molecular Formula: C9H6FNS
• Molecular Weight: 179.21400
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID40697094
• Wikidata: Q72477136
• Mol file: 1132832-80-4.mol

Synonyms:2-Fluoro-5-(thiophen-2-yl)pyridine;1132832-80-4;2-FLUORO-5-(2-THIENYL)PYRIDINE;2-fluoro-5-thiophen-2-ylpyridine;SCHEMBL3398924;DTXSID40697094;ANWJEFDJHKCJNW-UHFFFAOYSA-N;AKOS006331233;BS-52970;CS-0271017;EN300-745892;A856922

Chemical Property of 2-Fluoro-5-(thiophen-2-yl)pyridine

Chemical Property:

• Appearance/Colour: Light yellow liquid
• Boiling Point: 285ºC
• PKA: -0.93±0.10(Predicted)
• Flash Point: 126ºC
• PSA: 41.13000
• Density: 1.265
• LogP: 2.94920
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 179.02049853
• Heavy Atom Count: 12
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

2-Fluoro-5-(thiophen-2-yl)pyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C2=CN=C(C=C2)F

Technology Process of 2-Fluoro-5-(thiophen-2-yl)pyridine

There total 2 articles about 2-Fluoro-5-(thiophen-2-yl)pyridine 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: 39.0%

2-thienyl chloride (96-43-5) + 2-fluoro-5-chloropyridine (1480-65-5) → 2-fluoro-5-(thiophen-2-yl)pyridine (1132832-80-4)

Guidance literature:

2-fluoro-5-chloropyridine; With tetrahydroxydiboron; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); potassium acetate; ethylene glycol; XPhos; In ethanol; at 65 ℃; Inert atmosphere; Sealed tube;

2-thienyl chloride; With potassium phosphate; In ethanol; water; at 65 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tet.2015.04.026

Reference yield:

2-bromothiophene (1003-09-4) + 5-bromo-2-fluoropyridine (766-11-0) → 2-fluoro-5-(thiophen-2-yl)pyridine (1132832-80-4)

Guidance literature:

5-bromo-2-fluoropyridine; With sec-butylmagnesium chloride lithium chloride; In tetrahydrofuran; at 20 ℃; for 2.5h; Inert atmosphere;

2-bromothiophene; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; Inert atmosphere;

Reference yield: 43.0%

2-fluoro-5-(thiophen-2-yl)pyridine (1132832-80-4) + 1-methyl-3-phenylpropylmagnesium bromide → 2-(4-phenylbutan-2-yl)-5-(thiophen-2-yl)pyridine

Guidance literature:

With bis(acetylacetonate)nickel(II); (2,2-diethylpropane-1,3-diyl)bis(diphenylphosphane); cesium fluoride; In toluene; at 0 ℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/anie.201804479

upstream raw materials:

2-bromothiophene

5-bromo-2-fluoropyridine

2-thienyl chloride

2-fluoro-5-chloropyridine

Downstream raw materials:

(2-chloro-5-iodo-phenyl)-[5-(6-fluoro-pyridin-3-yl)-thiophen-2-yl]-methanone

(5-bromo-2-chlorophenyl-1)(5-(6-fluoropyridin-3-yl)thiophen-2-yl)methanone

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF COMPOUNDS USEFUL AS INHIBITORS OF SGLT". Page/Page column 41. . Retrieved 2010/05/13.