Imidazo[1,2-a]pyridine-3-carboxylic acid

Base Information

• Chemical Name: Imidazo[1,2-a]pyridine-3-carboxylic acid
• CAS No.: 6200-60-8
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.148
• Hs Code.: 2933990090
• European Community (EC) Number: 800-776-8
• NSC Number: 305198
• UNII: SG4R7HE86J
• DSSTox Substance ID: DTXSID00211053
• Nikkaji Number: J40.952I
• Wikidata: Q72482546
• Mol file: 6200-60-8.mol

Synonyms:Imidazo[1,2-a]pyridine-3-carboxylic acid;6200-60-8;Imidazo[1,2-a]pyridine-3-carboxylicacid;Imidazo(1,2-a)pyridine-3-carboxylic acid;MFCD01720458;NSC 305198;BRN 0608485;NSC-305198;NSC-305199;SG4R7HE86J;SCHEMBL496758;WLN: T56 AN DNJ BVQ;DTXSID00211053;NSC305198;AKOS006343000;AB09861;AC-7120;CS-W002822;FS-3399;AM804143;LS-80250;SY004048;Imidazo[1,2-a]pyridine-3-carboxylic?acid;FT-0647972;H-imidazo[1,2-a]pyridine-3-carboxylic acid;EN300-83097;A23462;J-521498;Imidazo[1,2-a]pyridine-3-carboxylic acid, AldrichCPR;Z1201621330

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

Chemical Property:

• Appearance/Colour: Off white Solid
• Melting Point: 196 °C
• Refractive Index: 1.564
• PKA: -0.61±0.41(Predicted)
• PSA: 54.60000
• Density: 1.41 g/cm³
• LogP: 1.03250
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 162.042927438
• Heavy Atom Count: 12
• Complexity: 196

Purity/Quality:

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

Imidazo[1,2-a]pyridine-3-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC=C(N2C=C1)C(=O)O

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

There total 3 articles about Imidazo[1,2-a]pyridine-3-carboxylic acid 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:

imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester (123531-52-2) → imidazo[1,2-a]pyridine-3-carboxylic acid (6200-60-8)

Guidance literature:

With ethanol; sodium hydroxide;

DOI:10.1016/j.bmcl.2012.01.080

Reference yield:

2-aminopyridine (504-29-0) → imidazo[1,2-a]pyridine-3-carboxylic acid (6200-60-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetonitrile / 80 °C

2: ethanol; sodium hydroxide

With ethanol; sodium hydroxide; In acetonitrile;

DOI:10.1016/j.bmcl.2012.01.080

Reference yield:

→ imidazo[1,2-a]pyridine-3-carboxylic acid (6200-60-8)

Guidance literature:

3-Cyan-imidazo<1.2-a>pyridin, wss.ethanol. KOH (Sdt., 12h, unter N2);

upstream raw materials:

2-aminopyridine

imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester

Downstream raw materials:

C₂₀H₂₀F₂N₄O

N-(5-{5-[2-(1-hydroxycyclopropyl)ethyl]-1,2,4-oxadiazol-3-yl}-2-methylphenyl)imidazo[1,2-a]pyridine-3-carboxamide

isopropyl 3-(3-(3-(imidazo[1,2-a]pyridine-3-carboxamido)-4-methylphenyl)-1,2,4-oxadiazol-5-yl)propanoate

Refernces

• 1、 Xiong, Yifeng,Ullman, Brett,Choi, Jin-Sun Karoline,Cherrier, Martin,Strah-Pleynet, Sonja,Decaire, Marc,Feichtinger, Konrad,Frazer, John M.,Yoon, Woo H.,Whelan, Kevin,Sanabria, Erin K.,Grottick, Andrew J.,Al-Shamma, Hussien,Semple, Graeme. "Identification of fused bicyclic heterocycles as potent and selective 5-HT2A receptor antagonists for the treatment of insomnia". . p. 1870 - 1873. Retrieved 2012/04/17.