Ethyl 6-chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylate

Base Information

• Chemical Name: Ethyl 6-chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylate
• CAS No.: 330858-13-4
• Molecular Formula: C₁₁H₁₁ClN₂O₂
• Molecular Weight: 238.674
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40355425
• Nikkaji Number: J3.552.232H
• Wikidata: Q72473686
• ChEMBL ID: CHEMBL2147748
• Mol file: 330858-13-4.mol

Synonyms:330858-13-4;ethyl 6-chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylate;6-Chloro-2-methyl-imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester;Ethyl 6-chloro-2-methylH-imidazo[1,2-a]pyridine-3-carboxylate;6-CHLORO-2-METHylimidazo[1,2-A]PYRIDINE-3-CARBOXYLIC ACID ETHYL ESTER;CBMicro_026203;Oprea1_219962;Oprea1_619734;CHEMBL2147748;DTXSID40355425;Ethyl6-chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylate;BCP21416;CCG-12896;MFCD00269623;AKOS016011968;AB05530;BIM-0025959.P001;CS-0099655;FT-0698254;SR-01000214790;J-521184;SR-01000214790-1

Chemical Property of Ethyl 6-chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylate

Chemical Property:

• Refractive Index: 1.602
• PSA: 43.60000
• Density: 1.32g/cm³
• LogP: 2.47280
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 238.0509053
• Heavy Atom Count: 16
• Complexity: 275

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 6-chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=C2N1C=C(C=C2)Cl)C

Technology Process of Ethyl 6-chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylate

There total 4 articles about Ethyl 6-chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylate 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: 64.0%

5-chloro-2-pyridylamine (1072-98-6) + ethyl 2-chloro-3-oxo-butyrate (609-15-4) → ethyl 6-chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylate (330858-13-4)

Guidance literature:

In ethanol; at 120 ℃; for 0.333333h; Microwave irradiation;

DOI:10.3987/COM-15-13299

Reference yield:

ethyl acetoacetate (141-97-9) → ethyl 6-chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylate (330858-13-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / water / 1.5 h / Reflux

2: 3 h / Reflux

With N-Bromosuccinimide; In water;

DOI:10.1111/cbdd.13739

Reference yield:

5-chloro-2-pyridylamine (1072-98-6) → ethyl 6-chloro-2-methylimidazo[1,2-a]pyridine-3-carboxylate (330858-13-4)

Guidance literature:

Microwave irradiation;

DOI:10.1016/j.ejmech.2019.06.038

upstream raw materials:

5-chloro-2-pyridylamine

ethyl 2-chloro-3-oxo-butyrate

ethyl acetoacetate

ethyl 2-bromoacetoacetate

Downstream raw materials:

7-chloro-N-(3-methoxybenzyl)-2-methylimidazo[1,2-a]pyridine-3-carboxamide

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

N-([1,1'-biphenyl]-4-ylmethyl)-6-chloro-2-methylimidazo[1,2-a]pyridine-3-carboxamide