92199-59-2

Basic information

• Product Name: 4-Pyridinecarboxylic acid, 2-phenyl-, ethyl ester
• CAS NO: 92199-59-2
• Molecular Formula: C14H13NO2
• Molecular Weight: 227.263
• Mol File: 92199-59-2.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 4-Pyridinecarboxylic acid, 2-phenyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pyridinecarboxylic acid, 2-phenyl-, ethyl ester(92199-59-2)
• EPA Substance Registry System: 4-Pyridinecarboxylic acid, 2-phenyl-, ethyl ester(92199-59-2)

Safety Data

• Hazardous Substances Data: 92199-59-2(Hazardous Substances Data)

Upstream product

• 92290-75-0 2-chloro-6-phenyl-isonicotinic acid ethyl ester 
• 64-17-5 ethanol 
• 98-80-6 phenylboronic acid 
• 89937-77-9 methyl 2-oxo-1,2-dihydropyridine-4-carboxylate 
• 1570-45-2 isonicotinic acid ethylester 
• 949101-64-8 C₁₅H₁₇NO₄S 
• 3144-09-0 methanesulfonamide 
• 66680-87-3 (E)-1-phenyl-(2-tributylstannyl)ethene 
• 54453-93-9 ethyl 2-chloroisonicotinate 
• 1045325-76-5 2-chloro-6-phenylisonicotinoyl chloride 
• 126814-01-5 6-phenyl-4-carboethoxy-2-pyridone 
• 126814-04-8 2-(1-phenyl-5-tetrazolyloxy)-4-carboethoxy-6-phenylpyridine 

Downstream Products

• 4634-12-2 4-(hydroxymethyl)-2-phenylpyridine 
• 33744-17-1 2-phenylpyridine-4-carbonitrile 
• 96982-28-4 2-phenyl-thioisonicotinic acid amide 
• 147937-35-7 4-chloromethyl-2-phenylpyridine 
• 58481-06-4 2-phenylisonicotinohydrazide 
• 91973-38-5 2-phenylisonicotinamide 

Relevant articles and documents

A novel strategy for the synthesis of 2-arylpyridines using one-pot 6π-azaelectrocyclization

A novel and useful method for the synthesis of 2-arylpyridines with a high efficiency and generality was achieved by utilizing the one-pot 6π-azaelectrocyclization followed by a base treatment. This is the first example of applying a sulfonamide to the azaelectrocyclization for efficient substituted pyridine synthesis.

Chemoselective Synthesis of Polysubstituted Pyridines from Heteroaryl Fluorosulfates

A selection of heteroaryl fluorosulfates were readily synthesized using commercial SO2F2 gas. These substrates are highly efficient coupling partners in the Suzuki reaction. Through judicious selection of Pd catalysts the fluorosulfate functionality is differentiated from bromide and chloride; the order of reactivity being: -Br> -OSO2F> -Cl. Exploiting this trend allowed the stepwise chemoselective synthesis of a number of polysubstituted pyridines, including the drug Etoricoxib. A selection of heteroaryl fluorosulfates were readily synthesized using commercial SO2F2 gas. These substrates are highly efficient coupling partners in the Suzuki reaction. Through judicious selection of Pd catalysts the fluorosulfate functionality is differentiated from bromide and chloride; the order of reactivity being: -Br> -OSO2F> -Cl. Exploiting this trend allowed the stepwise chemoselective synthesis of a number of polysubstituted pyridines, including the drug Etoricoxib.

Direct arylation of substituted pyridines with arylboronic acids catalyzed by iron(II) oxalate

The direct arylation of substituted pyridines with several arylboronic acids has been developed. This transformation could proceed readily at ambient temperature using inexpensive reagents: iron(II) oxalate as a catalyst, potassium persulfate as a co-oxidant, which can afford the arylated products in mild to good yields. The mechanism is presumed to proceed through a nucleophilic radical addition to the pyridines with in situ reoxidation.