28125-84-0

Basic information

• Product Name: 1,2,5,6-Tetrahydro-1-methylpyridine-3-carboxylic acid ethyl ester
• Synonyms: 1,2,5,6-Tetrahydro-1-methyl-3-pyridinecarboxylic acid ethyl ester;1,2,5,6-Tetrahydro-1-methylpyridine-3-carboxylic acid ethyl ester;Ethyl=1-methyl-1,2,5,6-tetrahydro-3-pyridinecarboxylate;Homoarecoline;Ethyl 1-methyl-1,2,5,6-tetrahydronicotinate
• CAS NO: 28125-84-0
• Molecular Formula: C9H15NO2
• Molecular Weight: 169.23
• Mol File: 28125-84-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 228.8°C at 760 mmHg
• Flash Point: 86.2°C
• Appearance: /
• Density: 1.038g/cm³
• Vapor Pressure: 0.072mmHg at 25°C
• Refractive Index: 1.482
• Storage Temp.: 2-8°C
• PKA: 7.92±0.40(Predicted)
• CAS DataBase Reference: 1,2,5,6-Tetrahydro-1-methylpyridine-3-carboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,5,6-Tetrahydro-1-methylpyridine-3-carboxylic acid ethyl ester(28125-84-0)
• EPA Substance Registry System: 1,2,5,6-Tetrahydro-1-methylpyridine-3-carboxylic acid ethyl ester(28125-84-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 28125-84-0(Hazardous Substances Data)

Usage

General Description

1,2,5,6-Tetrahydro-1-methylpyridine-3-carboxylic acid ethyl ester is a chemical compound that is commonly used in the pharmaceutical industry as a precursor for the synthesis of various drugs. It is an ethyl ester derivative of a pyridine carboxylic acid, which allows for easier handling and storage. This chemical is known for its ability to act as a building block for the creation of new drug compounds, and it is commonly used in the production of medications for various medical conditions. Additionally, this chemical is also known for its potential therapeutic effects and is the subject of ongoing research for its potential applications in treating certain diseases. Overall, 1,2,5,6-Tetrahydro-1-methylpyridine-3-carboxylic acid ethyl ester is an important chemical compound with wide-ranging applications in the pharmaceutical industry.

InChI:InChI=1/C9H15NO2/c1-3-12-9(11)8-5-4-6-10(2)7-8/h5H,3-4,6-7H2,1-2H3

Upstream product

• 470700-27-7 ethyl 1-methyl-3-(phenylsulfanyl)piperidine-3-carboxylate 
• 71962-74-8 Ethyl nipecotate 
• 5166-67-6 ethyl 1-methylpiperidine-3-carboxylate 
• 470700-28-8 ethyl 1-methyl-3-(phenylsulfinyl)piperidine-3-carboxylate 
• 64-17-5 ethanol 
• 10129-58-5 3-(ethoxycarbonyl)-1-methylpyridin-1-ium iodide 
• 111509-87-6 Ethyl 3-methyl-2-oxo-6-vinyl-3,4,5,6-tetrahydro-2H-1,3-oxazine-5-carboxylate 
• 37673-66-8 4-hydroxy-1-methyl-piperidine-3-carboxylic acid ethyl ester 
• 144-62-7 oxalic acid 
• 499-04-7 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylic acid 

Downstream Products

• 365261-27-4 3-bromo-1-methyl-1,2,5,6-tetrahydropyridine 
• 1254982-25-6 1-methyl-5-(4,4,4,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine 

Relevant articles and documents

Intriguing influence of the solvent on the regioselectivity of sulfoxide thermolysis in β-amino-α-sulfinyl esters

The sulfoxide thermolysis of the diastereoisomeric methyl (3R,4aS, 10aR)-6-methyl-3-methyl-3-(phenyl-sulfinyl)-1,2,3,4,4a,5,10,10a- octahydrobenzo[g]quinoline-3-carboxylates 3a and 3′b in toluene yields, by loss of benzenesulfenic acid, an almost 1:1 mixture of the vinylogous urethane 2b and the isomeric α-aminomethyl enoate 2a. When this elimination is performed in acetic acid, the enoate 2a is formed rather selectively. The same solvent effects on the regioselectivity of the elimination of benzenesulfenic acid are observed with a simple sulfoxide of ethyl piperidine-3-carboxylate (7).

2-OXOTETRAHYDRO-1,3-OXAZINE : A USEFUL INTERMEDIATE FOR THE PREPARATION OF TETRAHYDROPYRIDINE, INDOLIZIDINE, AND QUINOLIZIDINE SKELETONS

Conversion of 2-oxotetrahydro-1,3-oxazines into tetrahydropyridines was applied to the synthesis of indolizidine and quinolizidine alkaloids.