Ethyl imidazo[1,2-a]pyridine-2-carboxylate

Base Information

• Chemical Name: Ethyl imidazo[1,2-a]pyridine-2-carboxylate
• CAS No.: 38922-77-9
• Molecular Formula: C10 H10N2O2
• Molecular Weight: 190.202
• Hs Code.: 29333990
• NSC Number: 731149
• DSSTox Substance ID: DTXSID40355980
• Nikkaji Number: J1.309.288E
• Wikidata: Q72475449
• ChEMBL ID: CHEMBL1188521
• Mol file: 38922-77-9.mol

Synonyms:ethyl imidazo[1,2-a]pyridine-2-carboxylate;38922-77-9;Imidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester;MFCD02325394;imidazo[1,2-a]pyridine-2-carboxylic acid, ethyl ester;ETHYL H-IMIDAZO[1,2-A]PYRIDINE-2-CARBOXYLATE;lmidazo[1,2-a]pyridine-2-carboxylic acid ethyl ester;EthylImidazo[1,2-a]pyridine-2-carboxylate;SCHEMBL101682;Imidazo[1,2-a]pyridine-2-carboxylicacid, ethyl ester;CHEMBL1188521;DTXSID40355980;GNFACXDTRBVZJE-UHFFFAOYSA-N;BBL040923;NSC731149;STL412485;AKOS000122519;AB11854;CS-W015892;NSC-731149;AC-24321;SY004050;2-(Ethoxycarbonyl)imidazo[1,2-a]pyridine;AM20070175;BB 0254258;Ethyl imidazo-[1,2a]pyridine-2-carboxylate;FT-0680470;EN300-03957;Ethyl H-imidazo[I,2-a]pyridine-2-carboxylate;ethyl imidazolo[1,2-a]pyridine-2-carboxylate;5T-0628;A824330;AI-204/31692003;Ethyl imidazo[1,2-a]pyridine-2-carboxylate, 97%;J-521247;Z54525072;3-AMINO-3-(4-HYDROXY-3,5-DIMETHYL-PHENYL)-PROPIONICACID

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

Chemical Property:

• Melting Point: 79.5-83
• Refractive Index: 1.594
• PKA: 3.28±0.50(Predicted)
• PSA: 43.60000
• Density: 1.22 g/cm³
• LogP: 1.51100
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

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

Ethyl imidazo[1,2-a]pyridine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Statements: 22-36/37/38
• Safety Statements: 22-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 15 articles about Ethyl imidazo[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: 90.0%

2-aminopyridine (504-29-0) + ethyl Bromopyruvate (70-23-5) → ethyl 3-imidazo[1,2-a]pyridine-2-carboxylate (38922-77-9)

Guidance literature:

In water; isopropyl alcohol; at 75 ℃; Microwave irradiation; Green chemistry;

DOI:10.1021/acscombsci.7b00173

Reference yield: 89.0%

(2-oxo-(2H)-pyridin-1-yl)acetonitrile (218920-79-7) + formic acid ethyl ester (109-94-4) → ethyl 3-imidazo[1,2-a]pyridine-2-carboxylate (38922-77-9)

Guidance literature:

With sodium ethanolate; at 10 ℃; for 8h; Temperature; Cooling with ice;

Reference yield: 85.0%

ethanol (64-17-5) + imidazo[1,2-a]pyridine-2-carbonyl azide (421595-80-4) → ethyl 3-imidazo[1,2-a]pyridine-2-carboxylate (38922-77-9) + imidazo[1,2-a]pyridin-2-yl-carbamic acid ethyl ester

Guidance literature:

for 3.5h; Heating;

DOI:10.1016/S0040-4020(01)01141-3

upstream raw materials:

2-aminopyridine

ethyl Bromopyruvate

ethyl-2-azidoacetate

imidazo[1,2-a]pyridine-2-carbaldehyde

Downstream raw materials:

ethyl 3-formylimidazo[1,2-a]pyridine-2-carboxylate

2-ethoxycarbonyl-3-phenylimidazo<1,2-a>pyridine

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

1-ethyl-3-phenyldipyrido[1,2-a:3',4'-d]imidazole

Refernces

• 1、 -. "PYRIMIDONE DERIVATIVES CONTAINING TWO FUSED BICYCLIC RINGS". Page/Page column 128. . Retrieved 2021/05/29.
• 2、 Damghani, Tahereh,Edraki, Najmeh,Hadaegh, Saba,Khoshneviszadeh, Mehdi,Pirhadi, Somayeh,Sabet, Razieh,khoshneviszadeh, Mahsima. "Design, synthesis, in vitro evaluation and molecular docking study of N'-Arylidene imidazo [1,2-a] pyridine -2-carbohydrazide derivatives as novel Tyrosinase inhibitors". . . Retrieved 2020/07/21.