3-(2-Pyridin-3-ylethynyl)pyridine

Base Information

• Chemical Name: 3-(2-Pyridin-3-ylethynyl)pyridine
• CAS No.: 50559-45-0
• Molecular Formula: C12H8N2
• Molecular Weight: 180.209
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10406655
• Nikkaji Number: J130.827K
• Wikidata: Q82211727
• Mol file: 50559-45-0.mol

Synonyms:3-(2-pyridin-3-ylethynyl)pyridine;50559-45-0;Pyridine, 3,3'-(1,2-ethynediyl)bis-;bis(3-pyridyl)acetylene;3,3'-Ethynylenebispyridine;1,2-bis(3-pyridyl)ethyne;SCHEMBL3796332;DTXSID10406655;AKOS025395149

Chemical Property of 3-(2-Pyridin-3-ylethynyl)pyridine

Chemical Property:

• PSA: 25.78000
• LogP: 1.87640
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 180.068748264
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CN=C1)C#CC2=CN=CC=C2

Technology Process of 3-(2-Pyridin-3-ylethynyl)pyridine

There total 2 articles about 3-(2-Pyridin-3-ylethynyl)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: 90.0%

→ dimethylacetylene (503-17-3) + 3-(2-(pyridin-3-yl)ethynyl)pyridine (50559-45-0)

Guidance literature:

With Mo(≡CPh)(OSiPh₃)₃.OEt₂; In toluene; at 20 ℃; for 2h; Reagent/catalyst; Schlenk technique; Inert atmosphere; Molecular sieve;

Reference yield:

3-Bromopyridine (626-55-1,163928-56-1) + acetylenemagnesium bromide (4301-14-8) → 3-Ethynylpyridine (2510-23-8) + 3-(2-(pyridin-3-yl)ethynyl)pyridine (50559-45-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; zinc dibromide; In tetrahydrofuran; N,N-dimethyl-formamide; at 50 - 55 ℃; for 24h;

DOI:10.3987/COM-97-S79

Reference yield: 80.0%

3-(2-(pyridin-3-yl)ethynyl)pyridine (50559-45-0) → 1,2-di(pyridin-3-yl)ethan-1-one (6339-93-1)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃; for 7h; Irradiation; Green chemistry;

DOI:10.1039/d0cc01351j

upstream raw materials:

3-Bromopyridine

acetylenemagnesium bromide

Downstream raw materials:

C₃₈H₂₆N₄

1,2-di(pyridin-3-yl)ethan-1-one

Refernces

• 1、 Negishi, Ei-Ichi,Xu, Caiding,Tan, Ze,Kotora, Martin. "Direct synthesis of heteroarylethynes via palladiumcatalyzed coupling of heteroaryl halides with ethynylzinc halides. Its application to an efficient synthesis of a thiophenelactone from chamaemelum nobile". . p. 209 - 214. Retrieved 2007/10/03.