127067-18-9

Basic information

• Product Name: 2,6-DIMETHYL-NICOTINIC ACID METHYL ESTER
• Synonyms: 2,6-DIMETHYL-NICOTINIC ACID METHYL ESTER;2,6-DiMethyl-3-pyridinecarboxylic Acid Methyl Ester;Methyl 2,6-dimethylnicotinate;methyl 2,6-dimethylpyridine-3-carboxylate
• CAS NO: 127067-18-9
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.19
• Product Categories: Aromatics, Heterocycles, Miscellaneous Reagents
• Mol File: 127067-18-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,6-DIMETHYL-NICOTINIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-DIMETHYL-NICOTINIC ACID METHYL ESTER(127067-18-9)
• EPA Substance Registry System: 2,6-DIMETHYL-NICOTINIC ACID METHYL ESTER(127067-18-9)

Safety Data

• Hazardous Substances Data: 127067-18-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
2,6-DIMETHYL-NICOTINIC ACID METHYL ESTER is used as an intermediate in the synthesis of 2,6-Dimethyl-3-pyridinecarboxylic Acid Hydrazide, a compound with potential anti-leishmanial properties. It plays a crucial role in the development of new drugs to combat Leishmaniasis, a disease caused by protozoan parasites.
Used in Chemical Reactions:
In the chemical industry, 2,6-DIMETHYL-NICOTINIC ACID METHYL ESTER is used as a reactant in Michael addition reactions. These reactions are essential for the formation of new carbon-carbon bonds and are widely used in the synthesis of complex organic molecules, including pharmaceuticals, agrochemicals, and other specialty chemicals. The compound's reactivity and functional groups make it a valuable building block for creating a diverse range of products.

Upstream product

• 5930-98-3 4-trimethylsilyl-3-butyn-2-one 
• 105-45-3 acetoacetic acid methyl ester 
• 1201003-25-9 methyl 2-(1-(hydroxylimino)ethyl)hex-5-ynoate 
• 78-94-4 methyl vinyl ketone 
• 186581-53-3 diazomethane 
• 5860-71-9 2,6-dimethylpyridine-3-carboxylic acid 
• 1122-43-6 2,6-dimethyl-3-hydroxypyridine 
• 14205-39-1 methyl 3-aminocrotonate 

Relevant articles and documents

Nickel-catalyzed carboxylation of aryl and heteroaryl fluorosulfates using carbon dioxide

The development of efficient and practical methods to construct carboxylic acids using CO2 as a C1 synthon is of great importance. Nickel-catalyzed carboxylation of aryl fluorosulfates and heteroaryl fluorosulfates with CO2 is described, affording arene carboxylic acids with good to excellent yields under mild conditions. In addition, a one-pot phenol fluorosulfation/carboxylation is developed.

Tailor-made synthesis of fully alkylated/arylated nicotinates by FeCl3-mediated condensation of enamino esters with enones

A new method for synthesizing polyalkylated/arylated nicotinates is established using a condensation of enamino esters with enones in the presence of FeCl3. This method facilitates the introduction of alkyl or aryl groups at any position on demand, which has not been achieved by other procedures.

Metal-free michael-addition-initiated three-component reaction for the regioselective synthesis of highly functionalized pyridines: Scope, mechanistic investigations and applications

A metal-free and completely regioselective three-component synthesis of highly functionalized pyridines from 1,3-dicarbonyl derivatives and Michael acceptors has been achieved. Activated Michael acceptors, that is, β,γ-unsaturated α-oxo carbonyl derivatives, were utilized, allowing substitution at the 4-position and remarkable functional diversity at the 2-position of the pyridine ring. The scope and limitations of this environmentally friendly domino reaction are disclosed, with full experimental data, and the results of mechanistic investigations are discussed. The three-component synthesis of polysubstituted pyridines starting from 1,3-dicarbonyl compounds, α,β-unsaturated carbonyl derivatives and ammonium acetate has been studied, including the scope and mechanism. This methodology is a rare example of a totally regioselective multicomponent access to highly substituted pyridines that complies with many of the stringent criteria of sustainable chemistry. Copyright

Synthesis of pyridines and pyrazines using an intramolecular hydroamination-based reaction sequence

A management issue! Various pyridines and pyrazines can be efficiently accessed from simple acyclic precursors using an intramolecular hydroamination/isomerization/aromatization sequence (see scheme). ρ-Toluenesulfonic acid (2 mol%) is used to catalyze this novel alkyne annulation, in which the oxime group allows for a subsequent redoxneutral aromatization step to occur.

Metal-free Michael addition initiated multicomponent oxidative cyclodehydration route to polysubstituted pyridines from 1,3-dicarbonyls

A simple metal-free, step-economic and selective access to pyridines from readily available substrates is reported, involving a flexible 4 A molecular sieves promoted Michael addition initiated domino three-component reaction between a 1,3-dicarbonyl, a Michael acceptor and a synthetic equivalent of ammonia. The Royal Society of Chemistry.

Ionic liquid promoted simple and efficient synthesis of β-enamino esters and β-enaminones from 1,3-dicarbonyl compounds - One-pot, three-component reaction for the synthesis of substituted pyridines

A facile enamination of 1,3-dicarbonyl compounds with amines has been developed that affords good to excellent yields of β-enamino esters and β-enaminones using Bronsted acidic ionic liquid 1-methylimidazolium trifluoroacetate ([Hmim]+Tfa-) at room temperature. This methodology has been extended for the synthesis of substituted pyridines in excellent yield by a one-pot, three-component reaction of 1,3-dicarbonyl compounds, ammonium acetate, and alkynone in the presence of [Hmim] +Tfa-.