2-(1H-Imidazol-1-yl)pyridine

Base Information

• Chemical Name: 2-(1H-Imidazol-1-yl)pyridine
• CAS No.: 25700-14-5
• Molecular Formula: C8H7N3
• Molecular Weight: 145.164
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90343352
• Nikkaji Number: J544.322I
• Wikidata: Q82114640
• Mol file: 25700-14-5.mol

Synonyms:2-(1H-Imidazol-1-yl)pyridine;25700-14-5;2-imidazol-1-ylpyridine;2-IMIDAZOL-1-YL-PYRIDINE;Pyridine, 2-(1H-imidazol-1-yl)-;1-(2-Pyridyl)imidazole;2-(1-Imidazolyl)pyridine;SCHEMBL117382;MIJZSNMJNBVCEB-UHFFFAOYSA-;DTXSID90343352;2-(1H-Imidazol-1-yl)pyridine #;MFCD06253569;STL229024;AKOS000268312;AS-76133;E80268;A919491

Chemical Property of 2-(1H-Imidazol-1-yl)pyridine

Chemical Property:

• Melting Point: 62-63℃
• Boiling Point: 310.6 °C at 760 mmHg
• PKA: 4.55±0.10(Predicted)
• Flash Point: 141.6 °C
• PSA: 30.71000
• Density: 1.16 g/cm³
• LogP: 1.26730
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 145.063997236
• Heavy Atom Count: 11
• Complexity: 127

Purity/Quality:

97% ^*data from raw suppliers

2-(1H-Imidazol-1-yl)pyridine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)N2C=CN=C2

Technology Process of 2-(1H-Imidazol-1-yl)pyridine

There total 4 articles about 2-(1H-Imidazol-1-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: 75.0%

pyridine N-oxide (694-59-7) + N-tosylimidazole (2232-08-8) → 1-(pyridin-4-yl)-1H-imidazole (25700-16-7) + 2-(1H-imidazolyl)pyridine (25700-14-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; at 130 ℃; for 24h; Inert atmosphere; Neat (no solvent);

DOI:10.1021/jo1001017

Reference yield: 43.0%

1H-imidazole (288-32-4) + 1-fluoro-pyridinium tetrafluoroborate (107264-09-5) → 2-methoxypyridine (1628-89-3) + 2-(1H-imidazolyl)pyridine (25700-14-5)

Guidance literature:

With sodium methylate; In methanol; a.) -78 deg C, 1 h, b.) -78 deg C - 23 deg C, 1 h, c.) 23 deg C, 2 h;

DOI:10.1002/jhet.5570300530

Reference yield: 26.0%

methanol (67-56-1) + bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] (12354-84-6,12354-85-7) + 1,1'-methylene-bis(3-phenyl-1H-imidazol-3-ium) diiodide → Cp*Ir(3-methoxymethyl-1-phenylimidazol-2-ylidene)I + Cp*Ir(1-phenylimidazole)I2 + 2-(1H-imidazolyl)pyridine (25700-14-5)

Guidance literature:

With triethylamine; for 3h; Inert atmosphere; Reflux;

DOI:10.1002/chem.201602267

upstream raw materials:

pyridine

1-(Trimethylsilyl)imidazole

1H-imidazole

1-fluoro-pyridinium tetrafluoroborate

Downstream raw materials:

3-phenyl-1-(pyridin-2-yl)-1H-imidazol-3-ium tetrafluoroborate

1-benzyl-3-(pyridin-2-yl)imidazolium bromide