119448-82-7

Basic information

• Product Name: ETHYL 2-PHENYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLATE
• Synonyms: ETHYL 2-PHENYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLATE;BUTTPARK 7\05-100;IMidazo[1,2-a]pyridine-3-carboxylic acid, 2-phenyl-, ethyl ester;ethyl 2-phenylH-iMidazo[1,2-a]pyridine-3-carboxylate;3-(Ethoxycarbonyl)-2-phenylimidazo[1,2-a]pyridine;methyl 2-phenylimidazo[1,2-a]pyridine-3-carboxylate
• CAS NO: 119448-82-7
• Molecular Formula: C₁₆H₁₄N₂O₂
• Molecular Weight: 266.29
• Mol File: 119448-82-7.mol

Chemical Properties

• Melting Point: 51-53 °C
• Appearance: /
• Density: 1.19
• Refractive Index: 1.613
• Storage Temp.: 2-8°C
• PKA: 3.88±0.50(Predicted)
• CAS DataBase Reference: ETHYL 2-PHENYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-PHENYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLATE(119448-82-7)
• EPA Substance Registry System: ETHYL 2-PHENYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLATE(119448-82-7)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 119448-82-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 2-PHENYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLATE serves as a crucial intermediate in the synthesis of drugs and pharmaceutical compounds. Its unique chemical structure allows it to be a valuable component in the development of new medications for diverse therapeutic areas.
However, it is important to note that the specific applications and reasons for using ETHYL 2-PHENYLIMIDAZO[1,2-A]PYRIDINE-3-CARBOXYLATE in different industries or for particular purposes are not provided in the materials. Further research and testing are required to fully explore and understand its potential uses and effects.

InChI:InChI=1/C16H14N2O2/c1-2-20-16(19)15-14(12-8-4-3-5-9-12)17-13-10-6-7-11-18(13)15/h3-11H,2H2,1H3

Upstream product

• 504-29-0 2-aminopyridine 
• 55919-47-6 ethyl 2-bromo-3-oxo-3-phenylpropionate 
• 637-81-0 ethyl-2-azidoacetate 
• 3672-39-7 2-phenylimidazo[1,2-a]pyridine-3-carbaldehyde 
• 64-17-5 ethanol 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 34320-89-3 2-iodo-3-oxo-3-phenyl-propionic acid ethyl ester 
• 1268719-97-6 (E)-ethyl 2-acetoxy-3-nitro-4-phenylbut-3-enoate 
• 110-86-1 pyridine 
• 342626-64-6 ethyl 3-(methoxyimino)-3-phenylpropanoate 
• 885272-84-4 2-(2-phenylimidazo[1,2-a]pyridin-3-yl)acetonitrile 
• 4105-21-9 2-phenylimidazo[1,2-a]pyridine 
• 14040-11-0 tungsten hexacarbonyl 

Downstream Products

• 123533-41-5 2-phenylimidazo[1,2-a]pyridine-3-carboxylic acid 
• 97339-24-7 5,6-dihydronaphtho<1',2':4,5>imidazo<1,2-a>pyridine-5,6-dione 

Relevant articles and documents

Structural Determinants for the Mode of Action of Imidazopyridine DS2 at δ-Containing γ-Aminobutyric Acid Type A Receptors

Despite the therapeutic relevance of δ-containing γ-aminobutyric acid type A receptors (GABAARs) and the need for δ-selective compounds, the structural determinants for the mode and molecular site of action of δ-selective positive allosteric modulator imi

Palladium-catalyzed regioselective direct C-H bond alkoxycarbonylation of 2-arylimidazo[1,2-a]pyridines

A palladium-catalyzed practical and efficient method to access alkoxycarbonylated imidazo[1,2-a]pyridines at the C-3 position has been developed based on the association of W(CO)6as a safe and easy-to-handle CO surrogate and related alcohols. Through this synthetic strategy, a wide range of alkoxycarbonylated imidazo[1,2-a]pyridines with moderate to high yields have been prepared, which are important structural motifs in pharmaceutical products.

PYRAZOLE AND IMIDAZOLE DERIVATIVES, COMPOSITIONS AND METHODS AS OREXIN ANTAGONISTS

The present invention is directed to substituted Pyrazole and Imidazole derivatives of compounds that are antagonists of orexin receptors, and which are useful in the treatment or prevention of neurological and psychiatric disorders and diseases in which

Synthesis method of naphtho[1', 2': 4, 5]imidazo[1, 2-a]pyridine-5, 6-diketone compound

The invention discloses a synthetic method of a naphtho[1', 2': 4, 5]imidazo[1, 2-a]pyridine-5, 6-diketone compound, which belongs to the technical field of organic chemistry. The synthesis method comprises the following steps: taking 2-aryl imidazo[1, 2-a] pyridine compound and diazonium acetonitrile as raw materials; synthesizing a 3-cyanomethylated imidazo[1, 2-a]pyridine compound 3 in the presence of a catalyst, reacting the compound 3 with an alcohol under the action of an acid to obtain an imidazo [1, 2-a] pyridine-3-acetate compound 4, and finally heating PPA to condense into a ring andsimutanously forms naphtho[1', 2': 4, 5]imidazo[1, 2-a]pyridine-5,6-dione 5. The whole process of the method is carried out in the air, the used catalysts are common catalysts, the method is low in cost and environmentally friendly, the raw materials are easy to obtain, and a new synthesis path is provided for the compounds.

NBS mediated protocol for the synthesis of N-bridged fused heterocycles in water

A facile and environmental friendly protocol for the synthesis of N-bridged fused bicyclic compounds such as imidazo[1,2-a]pyridines, imidazo[1,2-a]pyrimidines, and imidazo[2,1-b]thiazole, from commercially available starting materials has been developed.

Synthesis of imidazopyridines via copper-catalyzed, formal aza-[3 + 2] cycloaddition reaction of pyridine derivatives with α-diazo oxime ethers

The Cu-catalyzed, formal aza-[3 + 2] cycloaddition reaction of pyridine derivatives with α-diazo oxime ethers in trifluoroethanol was used to synthesize imidazopyridines via the release of molecular nitrogen and elimination of alcohol. These methods enabled modular synthesis of a wide range of N-heterobicyclic compounds such as imidazopyridazines, imidazopyrimidines, and imidazopyrazines with an α-imino Cu-carbenoid generated from the α-diazo oxime ethers and copper.

CBr4 Mediated Oxidative C-N Bond Formation: Applied in the Synthesis of Imidazo[1,2-α]pyridines and Imidazo[1,2-α]pyrimidines

The carbon tetrabromide mediated oxidative carbon-nitrogen bond formation of 2-aminopyridines or 2-aminopyrimidines with β-keto esters or 1,3-diones, leading to a variety of complex imidazo[1,2-α]pyridines or imidazo[1,2-α]pyrimidines, is reported. The re

2-Aminopyridines as an α-Bromination Shuttle in a Transition Metal-Free One-Pot Synthesis of Imidazo[1,2-a]pyridines

A wide range of imidazo[1,2-a]pyridines are accessible from cheap and readily available 2-aminopyridines and 1,3-dicarbonyl compounds using a unique CBrCl3/2-aminopyridine system for bromination at the α-carbon. 2-Aminopyridine is not only the substrate but also acts as a bromination shuttle, transferring the bromine atom from CBrCl3 to the α-carbon of the 1,3-dicarbonyl. The reaction mechanism involves a series of reversible steps, including an addition reaction with cyclic transition state, to form a bromo-hemiaminal intermediate. Isolated yields of up to 97% were obtained under mild conditions and at short reaction times in this transition metal-free, one-pot synthesis.

Direct one-pot synthesis of zolimidine pharmaceutical drug and imidazo[1,2-a]pyridine derivatives via I2/CuO-promoted tandem strategy

An efficient one-pot synthetic protocol was developed for the synthesis of imidazo[1,2-a]pyridines from easily available starting materials: Aromatic ketones, α,β-unsaturated ketones, β-keto esters and 2-aminopyridines. The present reaction proceeded well in MeOH under the media of I2/CuO. By using this method, the marketed drug zolimidine could be prepared easily with 95% yield. All these target products were characterized by NMR, HRMS and IR spectra. Furthermore, the target compound 3fa was determined by X-ray crystallographic analysis.

Functionalized heterocyclic scaffolds derived from Morita-Baylis-Hillman Acetates

Five series of heterocycles with extraordinary structural diversity have been regiospecifically synthesized from the same Morita-Baylis-Hillman Acetates (MBHAs). All four potential electrophilic sites (α, β, γ, δ) of MBHAs are proved to be reactive.