Ethyl 6-iodoimidazo[1,2-a]pyridine-2-carboxylate

Base Information

• Chemical Name: Ethyl 6-iodoimidazo[1,2-a]pyridine-2-carboxylate
• CAS No.: 214958-32-4
• Molecular Formula: C10H9IN2O2
• Molecular Weight: 316.098
• DSSTox Substance ID: DTXSID80394974
• Wikidata: Q72475557
• Mol file: 214958-32-4.mol

Synonyms:ethyl 6-iodoimidazo[1,2-a]pyridine-2-carboxylate;214958-32-4;6-IODO-IMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER;MFCD02186151;Ethyl6-iodoimidazo[1,2-a]pyridine-2-carboxylate;Ethyl 1,5-dihydro-6-iodoimidazo[1,2-a]pyridine-2-carboxylate;Oprea1_858653;SCHEMBL70705;DTXSID80394974;TWJHSMVAYMQRTK-UHFFFAOYSA-N;AKOS005070243;AB11550;SY006865;CS-0084905;FT-0646008;S11645;3R-0613;A849500;ethyl 6-iodo-imidazo[1,2-a]pyridine-2-carboxylate;W-206637;ethyl 6-iodoimidazo[1,2-alpha]pyridine-2-carboxylate;Ethyl 6-iodo-1H-imidazo[1,2-a]pyridine-2-carboxylate, AldrichCPR;IMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLIC ACID, 6-IODO-, ETHYL ESTER

Chemical Property of Ethyl 6-iodoimidazo[1,2-a]pyridine-2-carboxylate

Chemical Property:

• Melting Point: 177-179°
• Refractive Index: 1.68
• Boiling Point: °Cat760mmHg
• PKA: 1.75±0.50(Predicted)
• Flash Point: °C
• PSA: 43.60000
• Density: 1.83g/cm³
• LogP: 2.11560
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 315.97088
• Heavy Atom Count: 15
• Complexity: 250

Purity/Quality:

97% ^*data from raw suppliers

Ethyl6-Iodoimidazo[1,2-a]pyridine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN2C=C(C=CC2=N1)I

Technology Process of Ethyl 6-iodoimidazo[1,2-a]pyridine-2-carboxylate

There total 3 articles about Ethyl 6-iodoimidazo[1,2-a]pyridine-2-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: 94.0%

2-amino-5-iodopyridine (20511-12-0) + ethyl Bromopyruvate (70-23-5) → ethyl 6-iodo-1H-imidazo[1,2-a]pyridine-2-carboxylate (214958-32-4)

Guidance literature:

In ethanol; for 4h; Inert atmosphere; Reflux;

DOI:10.1016/j.ejmech.2014.10.079

Reference yield: 65.0%

2-amino-5-iodopyridine (20511-12-0) + 2-bromo-2-oxoacetic acid ethyl ester (74100-43-9) → ethyl 6-iodo-1H-imidazo[1,2-a]pyridine-2-carboxylate (214958-32-4)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; butan-1-ol;

DOI:10.1016/j.bmcl.2019.01.024

Reference yield:

→ ethyl 6-iodo-1H-imidazo[1,2-a]pyridine-2-carboxylate (214958-32-4)

Guidance literature:

upstream raw materials:

2-amino-5-iodopyridine

ethyl Bromopyruvate

2-bromo-2-oxoacetic acid ethyl ester

Downstream raw materials:

SR₂₄₂₃₇

6-iodo-1H-imidazo[1,2-a]pyridine-2-carboxylic acid

N-(3,5-difluorophenyl)-6-iodoimidazo[1,2-a]pyridine-2-carboxamide