3-Ethynyl-2-fluoropyridine

Base Information

• Chemical Name: 3-Ethynyl-2-fluoropyridine
• CAS No.: 933768-06-0
• Molecular Formula: C7H4FN
• Molecular Weight: 121.114
• Hs Code.: 2933399990
• Mol file: 933768-06-0.mol

Synonyms:3-ethynyl-2-fluoropyridine;

Chemical Property of 3-Ethynyl-2-fluoropyridine

Chemical Property:

• PSA: 12.89000
• LogP: 1.20200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

3-Ethynyl-2-fluoropyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Ethynyl-2-fluoropyridine

There total 2 articles about 3-Ethynyl-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: 79.0%

2-fluoro-3-[(trimethylsilyl)ethynyl]pyridine (207602-10-6) → 2-phenyloxepino[2,3-b]pyridine (933768-06-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/adsc.202101421

Reference yield:

2-fluoro-3-iodopyridine (113975-22-7) → 2-phenyloxepino[2,3-b]pyridine (933768-06-0)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 18 h / 20 °C / Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran;

DOI:10.1002/adsc.202101421

Reference yield: 61.0%

2-phenyloxepino[2,3-b]pyridine (933768-06-0) → furo<2,3-b>pyridine (272-01-5)

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide; at 80 ℃; for 48h; Inert atmosphere;

DOI:10.1039/c4ob02549k

upstream raw materials:

2-fluoro-3-[(trimethylsilyl)ethynyl]pyridine

2-fluoro-3-iodopyridine

Downstream raw materials:

furo<2,3-b>pyridine

7-Azaindole

1-(4-methylphenyl)-1H-pyrrolo[2,3-b]pyridine

2-phenyloxepino[2,3-b]pyridine

Refernces

• 1、 Hudson,Bizier,Esdale,Katz. "Synthesis of indoles, benzofurans, and related heterocycles via an acetylene-activated SNAr/intramolecular cyclization cascade sequence in water or DMSO". supporting information. p. 2273 - 2284. Retrieved 2015/03/04.