Imidazo[1,2-a]pyridine-6-carbonitrile

Base Information

• Chemical Name: Imidazo[1,2-a]pyridine-6-carbonitrile
• CAS No.: 106850-34-4
• Molecular Formula: C8H5N3
• Molecular Weight: 143.148
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60377462
• Wikidata: Q82166688
• Mol file: 106850-34-4.mol

Synonyms:imidazo[1,2-a]pyridine-6-carbonitrile;106850-34-4;6-CYANOIMIDAZO[1,2-A]PYRIDINE;6-cyano-imidazo[1,2-a]pyridine;6-Cyanoimidazo[1,2-a]pyridine-6-carbonitrile;SCHEMBL1693594;DTXSID60377462;LRJOKNYELSECDZ-UHFFFAOYSA-N;AMY10245;MFCD06659603;6-imidazo[1,2-a]pyridinecarbonitrile;AKOS005071374;PB20190;BP-20227;CS-0049336;FT-0680703;Imidazo[1,2-a]pyridine-6-carbonitrile, 95%;8Y-0828;A801517;W-204616;Z1201623636

Chemical Property of Imidazo[1,2-a]pyridine-6-carbonitrile

Chemical Property:

• Melting Point: 160-163 °C
• Refractive Index: 1.664
• PKA: 4.35±0.50(Predicted)
• PSA: 41.09000
• Density: 1.22 g/cm³
• LogP: 1.20598
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 143.048347172
• Heavy Atom Count: 11
• Complexity: 193

Purity/Quality:

98%,99%, ^*data from raw suppliers

Imidazo[1,2-a]pyridine-6-carbonitrile ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC=CN2C=C1C#N

Technology Process of Imidazo[1,2-a]pyridine-6-carbonitrile

There total 6 articles about Imidazo[1,2-a]pyridine-6-carbonitrile 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: 99.0%

2-chloroethanal (107-20-0) + 6-aminonicotinonitrile (4214-73-7) → imidazo[1,2-a]pyridine-6-carbonitrile (106850-34-4)

Guidance literature:

In ethanol; water; for 4h; Reflux;

DOI:10.1021/jm500510f

Reference yield: 89.0%

2-chloroethanal (107-20-0) + 2-amino-3-pyridinecarbonitrile (24517-64-4) → imidazo[1,2-a]pyridine-6-carbonitrile (106850-34-4)

Guidance literature:

2-chloroethanal; 2-amino-3-pyridinecarbonitrile; In water; acetonitrile; for 20h; Reflux;

With sodium hydrogencarbonate; In water; acetonitrile; pH=7;

Reference yield:

N'-(5-cyano-pyridin-2-yl)-N,N-dimethylformamidine (1235991-09-9) → imidazo[1,2-a]pyridine-6-carbonitrile (106850-34-4)

Guidance literature:

With pyridine; hydroxylamine-O-sulfonic acid; In methanol; at 20 ℃;

upstream raw materials:

imidazo[1,2-a]pyridine-6-carboxamide

2-chloroethanal

6-aminonicotinonitrile

2-amino-3-pyridinecarbonitrile

Downstream raw materials:

3-(Hydroxymethyl)imidazo[1,2-a]pyridine-6-carbonitrile

6-(4-fluorophenyl)-1-(imidazo[1,2-a]pyridin-6-ylmethyl)-1H-[1,2,3]triazolo[4,5-b]pyrazine

imidazo<1,2-a>pyridin-6-ylmethylamine

3-(4-formylphenyl)-imidazo[1,2-a]pyridine-6-carbonitrile

Refernces

• 1、 Jia, Hong,Dai, Guangxiu,Weng, Jianyang,Zhang, Zhulin,Wang, Qing,Zhou, Feng,Jiao, Longxian,Cui, Yumin,Ren, Yongxin,Fan, Shiming,Zhou, Jinghong,Qing, Weiguo,Gu, Yi,Wang, Jian,Sai, Yang,Su, Weiguo. "Discovery of (S)-1-(1-(Imidazo[1,2- a ]pyridin-6-yl)ethyl)-6-(1-methyl-1 H -pyrazol-4-yl)-1 H -[1,2,3]triazolo[4,5- b ]pyrazine (Volitinib) as a Highly Potent and Selective Mesenchymal-Epithelial Transition Factor (c-Met) Inhibitor in Clinical Development for Treatment of Cancer". supporting information. p. 7577 - 7589. Retrieved 2014/12/11.
• 2、 -. "IMIDAZOPYRIDINE DERIVATIVES AS JAK INHIBITORS". Page/Page column 100. . Retrieved 2011/07/09.