5166-67-6

Basic information

• Product Name: Ethyl 1-methylnipecotate
• Synonyms: ETHYL 1-METHYLPIPERIDINE-3-CARBOXYLATE;ETHYL 1-METHYLNIPECOTATE;ETHYL 1-METHYL-3-PIPERIDINE-CARBOXYLATE;Ethyl 1-methylpiperidine-3-carboxylate 97%;Ethyl 1-methylnipecotate, 98+%;1-Methyl-3-piperidinecarboxylic acid ethyl ester;Ethyl N-Methyl piperidine-3-carboxylate or Ethyl 1-Methylnipecotate;Ethyl N-Methylpiperidine-3-carboxylate
• CAS NO: 5166-67-6
• Molecular Formula: C₉H₁₇NO₂
• Molecular Weight: 171.24
• EINECS: 225-951-0
• Product Categories: Heterocyclic Compounds
• Mol File: 5166-67-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 88-89 °C11 mm Hg(lit.)
• Flash Point: 155 °F
• Appearance: Clear colorless to pale yellow liquid
• Density: 0.954 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.186mmHg at 25°C
• Refractive Index: n20/D 1.451(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.56±0.10(Predicted)
• BRN: 123259
• CAS DataBase Reference: Ethyl 1-methylnipecotate(CAS DataBase Reference)
• NIST Chemistry Reference: Ethyl 1-methylnipecotate(5166-67-6)
• EPA Substance Registry System: Ethyl 1-methylnipecotate(5166-67-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37/39
• WGK Germany: 3
• F: 9-23
• Hazardous Substances Data: 5166-67-6(Hazardous Substances Data)

Usage

Description

Ethyl 1-methylnipecotate, also known as ethyl 1-methyl-3-piperidinecarboxylate, is a chemical compound that has been investigated for its enantiomeric discrimination properties in 1H and 13C NMR spectra. It is a clear colorless to pale yellow liquid and has various applications in different industries due to its unique chemical properties.

Uses

Used in Pharmaceutical Industry:
Ethyl 1-methylnipecotate is used as a reactant for the N-demethylation of tertiary amines, which is a crucial step in the synthesis of various pharmaceutical compounds. Its ability to facilitate this reaction makes it a valuable component in the development of new drugs.
Used in Chemical Synthesis:
In the field of chemical synthesis, Ethyl 1-methylnipecotate is used as a reactant for reverse cope elimination reactions. This reaction is essential for the synthesis of various complex organic molecules, making it a vital component in the creation of new chemical compounds.
Used in Regioselective Oxidation:
Ethyl 1-methylnipecotate is also used in regioselective oxidation processes, which are important for the synthesis of specific isomers with desired properties. Its ability to selectively oxidize certain functional groups makes it a valuable tool in the synthesis of various compounds.
Used in Chelating Agent Synthesis:
Ethyl 1-methylnipecotate is used as a reactant in the synthesis of chelating agents, which are essential for various applications, including the removal of metal ions from solutions and the stabilization of metal complexes.
Used in Sequential Michael-Michael-Dieckmann Cyclizations:
In the field of organic chemistry, Ethyl 1-methylnipecotate is used as a reactant in sequential Michael-Michael-Dieckmann cyclizations. This multi-step reaction is crucial for the synthesis of complex cyclic compounds, making it an important component in the development of new chemical structures.

InChI:InChI=1/C9H17NO2/c1-3-12-9(11)8-5-4-6-10(2)7-8/h8H,3-7H2,1-2H3/p+1/t8-/m0/s1

Upstream product

• 108320-80-5 3-ethoxycarbonyl-1-methyl-pyridinium; bromide 
• 122-51-0 orthoformic acid triethyl ester 
• 71962-74-8 Ethyl nipecotate 
• 74-88-4 methyl iodide 
• 50-00-0 formaldehyd 
• 56338-90-0 3-ethoxycarbonyl-1-methylpyridinium chloride 
• 614-18-6 3-pyridinecarboxylic acid ethyl ester 

Downstream Products

• 205194-11-2 (R)-3-hydroxymethyl-1-methylpiperidine 
• 136081-13-5 ethyl 1-methyl-3-(2'-fluoro)-benzyl-nipecotate 
• 111-84-2 nonane 
• 470700-28-8 ethyl 1-methyl-3-(phenylsulfinyl)piperidine-3-carboxylate 
• 28125-84-0 Homoarecoline 
• 626-67-5 N-methylcyclohexylamine 
• 74-85-1 ethene 
• 124-38-9 carbon dioxide 
• 4842-86-8 ethyl piperidine-3-carboxylate hydrochloride 
• 470700-27-7 ethyl 1-methyl-3-(phenylsulfanyl)piperidine-3-carboxylate 
• 114193-37-2 N-methyl-N-(3-phenyl-5-isoxazolyl)-1-methylnipecotamide 

Relevant articles and documents

Reductive Alkylation of Amines with Carboxylic Ortho Esters

We have demonstrated for the first time that carboxylic ortho esters could be used as an alkylating agent in the reductive alkylation of amines. A variety of amines, including amino acid esters, were alkylated affording mono-alkylated products with high selectivity in practical to high yields using standard heterogeneous catalysts. By applying acyclic ortho esters alkylation was completed at room temperature. (Figure presented.).

COGNITION ENHANCING COMPOUNDS AND COMPOSITIONS, METHODS OF MAKING, AND METHODS OF TREATING

The invention relates generally to muscarinic agonists, which are useful for stimulating muscarine, receptors and treating cognitive disorders. Included among the muscarinic agonists disclosed herein are oxadiazole derivatives compositions, and preparations thereof. Methods of synthesizing oxadiazole compounds also are provided. This disclosure also relates in part to compositions for enhancing cognitive function in subjects such as humans. The compositions comprising a muscarinic agonist or a pharma.ceutically suitable form thereof. This disclosure relates in part to methods of treating animals such as humans by administering such compositions.

COMPOUNDS AND COMPOSITIONS FOR COGNITION-ENHANCEMENT, METHODS OF MAKING, AND METHODS OF TREATING

Muscarinic agonists, which are useful for stimulating muscarinic receptors and treating cognitive disorders, are provided. Methods of synthesizing such agonists also are provided. Also provided are compositions for enhancing cognitive function in subjects such as humans, the compositions comprising a muscarinic agonist or a pharmaceutically suitable form thereof. Also provided are methods of treating animals such as humans by administering such compositions.