8-Chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylic acid

Base Information

• Chemical Name: 8-Chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylic acid
• CAS No.: 353258-35-2
• Molecular Formula: C9H4ClF3N2O2
• Molecular Weight: 264.591
• Hs Code.: 2933990090
• European Community (EC) Number: 814-217-0
• Mol file: 353258-35-2.mol

Synonyms:8-chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylic acid;353258-35-2;8-Chloro-6-(trifluoromethyl)imidazo-[1,2-a]pyridine-2-carboxylic acid;MFCD00831510;SCHEMBL2682924;MFCD12406878;AKOS001476988;PS-6525;SY022566;CS-0038251;F14753;A874635;AI-204/31692055;8-Chloro-6-trifluoromethyl-imidazo[1,2-a]pyridine-2-carboxylic acid;8-Chloro-6-trifluoromethyl-imidaZo[1,2-a]pyridine-3-carboxylic acid;8-Chloro-6-(trifluoromethyl)-imidazo[1,2-a]pyridine-2-carboxylic acid;8-Chloro-6-(trifluoromethyl)imidazo-[1,2-a]pyridine-2-carboxylicacid

Chemical Property of 8-Chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylic acid

Chemical Property:

• PKA: -5.17±0.41(Predicted)
• PSA: 54.60000
• Density: 1.71±0.1 g/cm3(Predicted)
• LogP: 2.70470
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 263.9913396
• Heavy Atom Count: 17
• Complexity: 326

Purity/Quality:

99%, ^*data from raw suppliers

8-Chloro-6-(trifluoromethyl)imidazo-[1,2-a]pyridine-2-carboxylic acid 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C2=NC(=CN2C=C1C(F)(F)F)C(=O)O)Cl

Technology Process of 8-Chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-carboxylic acid

There total 2 articles about 8-Chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridine-2-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: 86.0%

8-chloro-6-(trifluoromethyl)imidazo[1,2,a]pyridine-2-carboxylic acid ethyl ester (353258-31-8) → 8-chloro-6-(trifluoromethyl)-imidazo[1,2-a]pyridine-2-carboxylic acid (353258-35-2)

Guidance literature:

With lithium hydroxide monohydrate; In ethanol; Reflux;

Reference yield:

2-amino-3-chloro-5-(trifluoromethyl)pyridine (79456-26-1) → 8-chloro-6-(trifluoromethyl)-imidazo[1,2-a]pyridine-2-carboxylic acid (353258-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,2-dimethoxyethane

2: sodium hydroxide / ethanol; water

With sodium hydroxide; In 1,2-dimethoxyethane; ethanol; water;

DOI:10.1016/j.bmcl.2017.02.029

Reference yield: 75.0%

ethyl 3-chloro-4-(N'-hydroxycarbamimidoyl)benzoate (1228376-16-6) + 8-chloro-6-(trifluoromethyl)-imidazo[1,2-a]pyridine-2-carboxylic acid (353258-35-2) → ethyl 3-chloro-4-(5-(8-chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl)-1,2,4-oxadiazol-3-yl)benzoate (1228375-18-5)

Guidance literature:

8-chloro-6-(trifluoromethyl)-imidazo[1,2-a]pyridine-2-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h;

ethyl 3-chloro-4-(N'-hydroxycarbamimidoyl)benzoate; In N,N-dimethyl-formamide; at 100 ℃; for 12h;

upstream raw materials:

8-chloro-6-(trifluoromethyl)imidazo[1,2,a]pyridine-2-carboxylic acid ethyl ester

2-amino-3-chloro-5-(trifluoromethyl)pyridine

Downstream raw materials:

8-chloro-2-(3-(2-chloro-4-nitrophenyl)-1,2,4-oxadiazol-5-yl)-6-(trifluoromethyl)-imidazo[1,2-a]pyridine

ethyl 3-chloro-4-(5-(8-chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl)-1,2,4-oxadiazol-3-yl)benzoate

3-(2-chloro-4-methoxyphenyl)-5-(8-chloro-6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl)-1,2,4-oxadiazole

5-(8-chloro-6-(trifluoromethyl)imidazol[1,2-a]pyridine-2-yl)-3-(2,5-dichloro-4-methoxyphenyl)-1,2,4-oxadiazole

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