54732-49-9

Usage

Uses

Used in Pharmaceutical Industry:
1(4H)-Pyridinecarboxylic acid, 4-methyl-, methyl ester (9CI) is used as an intermediate or starting material for the synthesis of pharmaceutical compounds and other organic molecules. Its unique structure allows it to be a valuable component in the development of new drugs.
Used in Research Applications:
In the field of research, 1(4H)-Pyridinecarboxylic acid, 4-methyl-, methyl ester (9CI) is utilized for various applications due to its distinct properties. It contributes to the advancement of scientific knowledge and the creation of novel chemical entities with potential applications in different industries.

Upstream product

• 110-86-1 pyridine 
• 917-64-6 methyl magnesium iodide 
• 79-22-1 methyl chloroformate 
• 86950-96-1 1-(methoxycarbonyl)pyridine-1-ium chloride 

Relevant academic research and scientific papers

Highly Regioselective α-Addition of Alkynyl and Alkenyl Grignard Reagents to 1-Alkoxycarbonylpyridinium Salts and Its Application to Synthesis of 1-Azabicycloalkanes and (+/-)-Solenopsin A

Nucleophilic addition of a variety of alkynyl and alkenyl Grignard reagents to 1-methoxycarbonylpyridinium chloride takes place at the α-position in a highly regioselective manner to give 2-substituted 1-methoxycarbonyl-1,2-dihydropyridines exclusively, while, with alkyl Grignard reagents, a lack of the regioselectivity is observed.These results may be explained by the HSAB principle.The high α-regioselectivity is preserved in the cases of 2-substituted pyridines as well, giving 2,6-disubstituted 1,2-dihydropyridines exclusively, which can be transformed stereoselectively into cis- and trans-2,6-dialkylated piperidines.These highly regioselective α-alkynylations of 1-methoxycarbonylpyridinium salts are exploited in synthesis of 1-azabicycloalkanes as well as (+/-)-solenopsin A.

ON THE REGIOSELECTIVITY OF THE REACTION OF N-METHOXYCARBONYLPYRIDINIUM CHLORIDE WITH GRIGNARD REAGENTS: HIGHLY REGIOSELECTIVE SYNTHESIS OF 2-SUBSTITUTED N-METHOXYCARBONYL-1,2-DIHYDROPYRIDINES.

Whereas alkyl Grignard reagents undergo 1,2- and 1,4-additions to N-methoxycarbonyl-pyridinium chloride in a variable ratio, alkenyl and alkynyl Grignard reagents do the exclusive 1,2-addition to afford 2-substituted N-methoxycarbonyl-1,2-dihydropyridines in fair to excellent yields.