Imidazo[1,2-a]pyridine-3-acetonitrile

Base Information

• Chemical Name: Imidazo[1,2-a]pyridine-3-acetonitrile
• CAS No.: 17744-98-8
• Molecular Formula: C9H7 N3
• Molecular Weight: 157.175
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50170308
• Nikkaji Number: J127.594A
• Wikidata: Q83040219
• Mol file: 17744-98-8.mol

Synonyms:17744-98-8;Imidazo[1,2-a]pyridine-3-acetonitrile;2-(Imidazo[1,2-a]pyridin-3-yl)acetonitrile;2-imidazo[1,2-a]pyridin-3-ylacetonitrile;Imidazo(1,2-a)pyridine-3-acetonitrile;imidazo[1,2-a]pyridin-3-yl-acetonitrile;BRN 0776828;3-Cyanomethylimidazo(1,2-a)pyridine;Imidazo(1,2-a)pyridine, 3-cyanomethyl-;SCHEMBL4164414;DTXSID50170308;MFCD01720483;AKOS006238566;imidazo[1,2-a]pyridin-3-ylacetonitrile;SY289379;F18342

Chemical Property of Imidazo[1,2-a]pyridine-3-acetonitrile

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 41.09000
• Density: 1.18g/cm³
• LogP: 1.40038
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 157.063997236
• Heavy Atom Count: 12
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

IMIDAZO[1,2-A]PYRIDIN-3-YL-ACETONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC=C(N2C=C1)CC#N

Technology Process of Imidazo[1,2-a]pyridine-3-acetonitrile

There total 7 articles about Imidazo[1,2-a]pyridine-3-acetonitrile 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: 99.3%

sodium cyanide (773837-37-9) + [imidazo(1,2-a)pyridin-3-yl]methyl-N,N,N-trimethylammonium iodide → 2-(imidazo[1,2-a]pyridin-3-yl)acetonitrile (17744-98-8)

Guidance literature:

In N,N-dimethyl-formamide; at 105 ℃; for 8h; Temperature;

Reference yield: 5.1%

sodium cyanide (773837-37-9) + 1-(imidazo[1,2-a]pyridin-3-yl)-N,N-dimethylmethanamine (2717-95-5) → 2-(imidazo[1,2-a]pyridin-3-yl)acetonitrile (17744-98-8)

Guidance literature:

1-(imidazo[1,2-a]pyridin-3-yl)-N,N-dimethylmethanamine; With dimethyl sulfate; In tetrahydrofuran; for 0.5h; Reflux;

sodium cyanide; In water; for 1h; Reflux;

DOI:10.1021/jm200388e

Reference yield:

potassium cyanide + 1-(imidazo[1,2-a]pyridin-3-yl)-N,N-dimethylmethanamine (2717-95-5) → 2-(imidazo[1,2-a]pyridin-3-yl)acetonitrile (17744-98-8)

Guidance literature:

With dimethyl sulfate; In tetrahydrofuran; at 70 - 110 ℃;

upstream raw materials:

imidazo[1,2-a]pyridine

sodium cyanide

1-(imidazo[1,2-a]pyridin-3-yl)-N,N-dimethylmethanamine

2-aminopyridine

Downstream raw materials:

imidazo<1,2-a>pyridin-3-acetic acid

2-(imidazo[1,2-a]pyridin-3-yl)ethylamine

(E)-N-hydroxy-3-(4-{[2-(imidazo[1,2-a]pyridin-3-yl)ethylamino]methyl}phenyl)acrylamide

(E)-3-(4-{[2-(imidazo[1,2-a]pyridin-3-yl)ethylamino]methyl}phenyl)acrylic acid methyl ester

Refernces

• 1、 Pordel, Mehdi,Chegini, Hamed,Ramezani, Shirin,Daee, Mohammadreza. "New fluorescent heterocyclic systems from imidazo[1,2-a]pyridine: Design, synthesis, spectral studies and quantum-chemical investigations". . p. 105 - 112. Retrieved 2016/10/04.
• 2、 Shultz, Michael D.,Cao, Xueying,Chen, Christine H.,Cho, Young Shin,Davis, Nicole R.,Eckman, Joe,Fan, Jianmei,Fekete, Alex,Firestone, Brant,Flynn, Julie,Green, Jack,Growney, Joseph D.,Holmqvist, Mats,Hsu, Meier,Jansson, Daniel,Jiang, Lei,Kwon, Paul,Liu, Gang,Lombardo, Franco,Lu, Qiang,Majumdar, Dyuti,Meta, Christopher,Perez, Lawrence,Pu, Minying,Ramsey, Tim,Remiszewski, Stacy,Skolnik, Suzanne,Traebert, Martin,Urban, Laszlo,Uttamsingh, Vinita,Wang, Ping,Whitebread, Steven,Whitehead, Lewis,Yan-Neale, Yan,Yao, Yung-Mae,Zhou, Liping,Atadja, Peter. "Optimization of the in vitro cardiac safety of hydroxamate-based histone deacetylase inhibitors". . p. 4752 - 4772. Retrieved 2011/09/20.