1702-14-3

Basic information

• Product Name: Ethyl 2-methyl-6-phenylpyridine-3-carboxylate
• Synonyms: Ethyl 2-methyl-6-phenylpyridine-3-carboxylate;2-methyl-6-phenyl-3-pyridinecarboxylic acid ethyl ester;Ethyl 2-Methyl-6-phenylnicotinate
• CAS NO: 1702-14-3
• Molecular Formula: C₁₅H₁₅NO₂
• Molecular Weight: 241.29
• Mol File: 1702-14-3.mol
• Article Data: 36

Chemical Properties

• Boiling Point: 341.261 °C at 760 mmHg
• Flash Point: 160.189 °C
• Appearance: /
• Density: 1.104 g/cm³
• Vapor Pressure: 8.14E-05mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Ethyl 2-methyl-6-phenylpyridine-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 2-methyl-6-phenylpyridine-3-carboxylate(1702-14-3)
• EPA Substance Registry System: Ethyl 2-methyl-6-phenylpyridine-3-carboxylate(1702-14-3)

Safety Data

• Hazardous Substances Data: 1702-14-3(Hazardous Substances Data)

Usage

General Description

Ethyl 2-methyl-6-phenylpyridine-3-carboxylate is a chemical compound with the molecular formula C17H17NO2. It is a derivative of pyridine, with a methyl group at the 2-position and a phenyl group at the 6-position. Ethyl 2-methyl-6-phenylpyridine-3-carboxylate is commonly used as a building block in organic synthesis, particularly in the preparation of various pharmaceuticals and agrochemicals. It is also known for its potential biological activities, including antimicrobial, antiviral, and anti-inflammatory properties. Additionally, it has been studied as a potential inhibitor of certain enzymes and receptors in the human body.

InChI:InChI=1/C15H15NO2/c1-3-18-15(17)13-9-10-14(16-11(13)2)12-7-5-4-6-8-12/h4-10H,3H2,1-2H3

Upstream product

• 15724-86-4 E-2-chlorovinyl phenyl ketone 
• 626-34-6 ethyl aminocrotonate 
• 15397-33-8 3-Oxo-3-phenylpropanal 
• 13125-52-5 3-benzoylacrylonitrile 
• 41867-20-3 ethyl (E)-3-aminobut-2-enoate 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 626-34-6 ethyl 3-aminobut-2-enoate 
• 141-97-9 ethyl acetoacetate 
• 3623-15-2 phenyl propargyl ketone 
• 1131-80-2 (E)-3-(N,N-dimethylamino)-1-phenyl-2-propen-1-one 
• 50-00-0 formaldehyd 
• 19433-17-1 acetophenone O-acetyloxime 
• 13829-77-1 3-(trimethylsilyl)-1-phenyl-2-propyn-1-one 
• 29526-96-3 1-phenylcyclopropan-1-ol 

Downstream Products

• 102024-17-9 2,7-diphenyl-7,8-dihydro-pyrano[4,3-b]pyridin-5-one 
• 102549-15-5 6-phenyl-2-trans-styryl-nicotinic acid ethyl ester 
• 102024-32-8 7-(2-hydroxy-phenyl)-2-phenyl-7,8-dihydro-pyrano[4,3-b]pyridin-5-one 
• 66416-49-7 2-Methyl-6-phenyl-3-nicotinic acid 
• 94285-80-0 2-methyl-N,6-diphenylnicotinamide 
• 94285-78-6 N-allyl-2-methyl-6-phenylnicotinamide 
• 52090-57-0 2-methyl-6-phenylpyridine-3-carbohydrazide 
• 1408420-47-2 (Z)-2-methyl-N'-(2-oxoindolin-3-ylidene)-6-phenylnicotinohydrazide 
• 1408420-50-7 (Z)-2-methyl-N'-(2-oxoindolin-5-chloro-3-ylidene)-6-phenylnicotinohydrazide 
• 1408420-54-1 (Z)-2-methyl-N'-(2-oxoindolin-5-bromo-3-ylidene)-6-phenylnicotinohydrazide 
• 111849-67-3 2-(α,β-dibromo-phenethyl)-6-phenyl-nicotinic acid ethyl ester 
• 94285-84-4 6,N-Diphenyl-2-((E)-styryl)-nicotinamide 
• 94285-82-2 N-allyl-6-phenyl-2-styrylnicotinamide 

Relevant articles and documents

An improved synthesis of pyridine-thiazole cores of thiopeptide antibiotics

(Figure Presented) The oxidation of 2-methylthiazoles to 2-formylthiazoles simplifies the implementation of the Bagley variant of the Bohlmann-Rahtz reaction as a key step in a concise new route to pyridine cores of thiopeptide antibiotics.

Green synthesis method of nicotinic acid ester compounds based on non-metallic conditions

The invention discloses a green synthesis method based on nicotinic acid ester compounds under non-metallic conditions, and belongs to the technical field of organic synthesis. The method comprises the following steps of (III) replacing cyclopropanol and (II) substituted enamine ester as a raw material, taking tetramethyl piperidine nitrogen oxide as an oxidizing agent, 110 - 130 °C, stirring and reacting in an organic solvent to synthesize a (I) nicotinate compound. The invention provides a green synthesis method based on nicotinic acid ester compounds under non-metallic conditions, wherein cyclopropanols and enamine esters are taken as raw materials, and a polysubstituted nicotinate is synthesized through a strategy of oxidative dehydrogenation of ketene cyclization.

Microscale Parallel Synthesis of Acylated Aminotriazoles Enabling the Development of Factor XIIa and Thrombin Inhibitors

Herein we report a microscale parallel synthetic approach allowing for rapid access to libraries of N-acylated aminotriazoles and screening of their inhibitory activity against factor XIIa (FXIIa) and thrombin, which are targets for antithrombotic drugs. This approach, in combination with post-screening structure optimization, yielded a potent 7 nM inhibitor of FXIIa and a 25 nM thrombin inhibitor; both compounds showed no inhibition of the other tested serine proteases. Selected N-acylated aminotriazoles exhibited anticoagulant properties in vitro influencing the intrinsic blood coagulation pathway, but not extrinsic coagulation. Mechanistic studies of FXIIa inhibition suggested that synthesized N-acylated aminotriazoles are covalent inhibitors of FXIIa. These synthesized compounds may serve as a promising starting point for the development of novel antithrombotic drugs.

Synthesis of Functionalized Pyridines via Cu(II)-Catalyzed One-Pot Cascade Reactions of Inactivated Saturated Ketones with Electron-Deficient Enamines

In this paper, a novel and efficient synthesis of 3-acylpyridines and pyridine-3-carboxylates through the oxidative one-pot sequential reactions of inactivated saturated ketones with electron-deficient enamines is presented. Mechanistically, the formation of the title compounds involves the in situ formation of an enone intermediate through an oxidative dehydrogenation of the saturated ketone substrate, followed by its [3+3] annulation with β-enaminone or β-enaminoester via a cascade process, including Michael addition, aldol type condensation, and oxidative aromatization.