6-Chloroimidazo[1,2-a]pyridine-3-carboxylic acid

Base Information

• Chemical Name: 6-Chloroimidazo[1,2-a]pyridine-3-carboxylic acid
• CAS No.: 138642-97-4
• Molecular Formula: C8H5ClN2O2
• Molecular Weight: 196.59000
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID801235545
• Mol file: 138642-97-4.mol

Synonyms:6-chloroimidazo[1,2-a]pyridine-3-carboxylic acid;138642-97-4;IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID, 6-CHLORO-;MFCD07021509;8X-0825;SCHEMBL19863350;DTXSID801235545;AKOS006285793;AB30537;SY028330;EN300-144659;O11581;6-chloroimidazo[1,2-a]pyridine-3-carboxylicacid;A886200;imidazo[1,2-a]pyridine-3-carboxylic acid,6-chloro-;6-Chloroimidazo[1,2-a]pyridine-3-carboxylic acid, AldrichCPR;IMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLIC ACID,6-CHLORO

Chemical Property of 6-Chloroimidazo[1,2-a]pyridine-3-carboxylic acid

Chemical Property:

• PSA: 54.60000
• LogP: 1.68590
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 196.0039551
• Heavy Atom Count: 13
• Complexity: 224

Purity/Quality:

99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC=C(N2C=C1Cl)C(=O)O
• Uses: 6-Chloroimidazo[1,2-a]pyridine-3-carboxylic acid hydrate is used as pharmaceutical intermediate.

Technology Process of 6-Chloroimidazo[1,2-a]pyridine-3-carboxylic acid

There total 2 articles about 6-Chloroimidazo[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: 81.2%

ethyl 6-chloroimidazo [1,2-a] pyridine-3-carboxylate → 6-chloroimidazol[1,2-a]pyridine-3-carboxylic acid (138642-97-4)

Guidance literature:

With sodium hydroxide; lithium hydroxide; In ethanol; water; at 20 ℃; for 5h;

Reference yield:

5-chloro-2-pyridylamine (1072-98-6) → 6-chloroimidazol[1,2-a]pyridine-3-carboxylic acid (138642-97-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 2 h / 100 °C

2: sodium carbonate; potassium carbonate; potassium hydrogencarbonate / 1,4-dioxane; toluene; N,N-dimethyl-formamide / 3 h / 160 °C

3: sodium hydroxide; lithium hydroxide / ethanol; water / 5 h / 20 °C

With sodium carbonate; potassium carbonate; potassium hydrogencarbonate; sodium hydroxide; lithium hydroxide; In 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide; toluene;

Reference yield:

1-(3-amino-4-methylbenzyl)-3-phenylurea + 6-chloroimidazol[1,2-a]pyridine-3-carboxylic acid (138642-97-4) → 6-chloro-N-(2-methyl-5-{[(phenylcarbamoyl)amino]methyl}phenyl)imidazo[1,2-a]pyridine-3-carboxamide

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 36h; Inert atmosphere;

upstream raw materials:

5-chloro-2-pyridylamine

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