1721-25-1

Basic information

• Product Name: Ethanone, 1-(2,6-dimethyl-3-pyridinyl)- (9CI)
• Synonyms: Ethanone, 1-(2,6-dimethyl-3-pyridinyl)- (9CI);3-Acetyl-2,6-lutidine;1-(2,6-diMethyl-3-pyridinyl)-Ethanone;2,6-DiMethyl-3-acetylpyridine;2,6-DiMethyl-3-pyridyl Methyl Ketone;1-(2,6-diMethyl-3-pyridine)ethanone
• CAS NO: 1721-25-1
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.18974
• Product Categories: ACETYLGROUP;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 1721-25-1.mol

Chemical Properties

• Melting Point: 34-35 °C
• Boiling Point: 240.172 °C at 760 mmHg
• Flash Point: 105.075 °C
• Appearance: /
• Density: 1.017 g/cm³
• Storage Temp.: 2-8°C
• PKA: 4.88±0.10(Predicted)
• CAS DataBase Reference: Ethanone, 1-(2,6-dimethyl-3-pyridinyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(2,6-dimethyl-3-pyridinyl)- (9CI)(1721-25-1)
• EPA Substance Registry System: Ethanone, 1-(2,6-dimethyl-3-pyridinyl)- (9CI)(1721-25-1)

Safety Data

• Hazardous Substances Data: 1721-25-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Ethanone, 1-(2,6-dimethyl-3-pyridinyl)(9CI) is used as a key intermediate in the synthesis of histamine H3 antagonists. These antagonists play a crucial role in the treatment of various medical conditions, such as allergies, asthma, and cognitive disorders. The compound's unique structure allows it to interact with histamine receptors, thereby modulating the immune response and providing therapeutic benefits.
Used in Chemical Synthesis:
In the field of chemical synthesis, Ethanone, 1-(2,6-dimethyl-3-pyridinyl)(9CI) can be utilized as a building block for the development of new compounds with potential applications in various industries. Its tri-substituted pyridine structure makes it a versatile starting material for the synthesis of a wide range of molecules, including pharmaceuticals, agrochemicals, and specialty chemicals.
Used in Research and Development:
Ethanone, 1-(2,6-dimethyl-3-pyridinyl)(9CI) is also valuable in research and development, where it can be employed to study the structure-activity relationships of various compounds. By understanding how the compound interacts with different biological targets, researchers can gain insights into the design and development of more effective drugs and other chemical products.

Upstream product

• 1118-66-7 4-amino-3-penten-2-one 
• 5436-21-5 acetylacetaldehyde dimethyl acetal 
• 69190-65-4 1,1,3-triethoxy-but-2-ene 
• 1721-13-7 ethyl 2,6-dimethylnicotinate 
• 141-78-6 ethyl acetate 
• 1563-43-5 5-(1-amino-ethylidene)-hept-3-ene-2,6-dione 
• 75-29-6 isopropyl chloride 
• 75-36-5 acetyl chloride 
• 50-00-0 formaldehyd 
• 18312-45-3 propan-2-one O-acetyl oxime 
• 123-54-6 acetylacetone 
• 19788-38-6 3,5-Dimethyl-4-(3-oxobutyl)isoxazol 
• 78-94-4 methyl vinyl ketone 
• 29214-57-1 3-acetylheptane-2,6-dione 

Relevant articles and documents

Cu-Catalyzed Three-Component Cascade Annulation Reaction: An Entry to Functionalized Pyridines

A concise copper-catalyzed N-O bond cleavage/C-C/C-N bond formation procedure has been described for the synthesis of multisubstituted pyridines. Various oxime acetates, activated methylene compounds, and a wide range of aldehydes bearing aryl, heteroaryl, vinyl, and trifluoromethyl groups were employed to provide the tri- or tetrasubstituted pyridines with flexible substitution patterns. Moreover, this method features inexpensive catalysts, no need for extra oxidant, and high step-enconomy, which make it pratical and attractive.

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

One-step synthesis of thiazolo[3,2-a]pyridines by a multicomponent reaction of β-enaminonitriles, α,β-unsaturated aldehydes, and 2-aminothiol hydrochlorides

A wide library of 3,7,8,8a-tetrahydro-2H-thiazolo[3,2-a]pyridines has been prepared by simple heating in acetonitrile of β-enaminonitriles, α,β-unsaturated aldehydes and 2-aminothiol hydrochlorides. Chemical yields depend on the nature, hindrance, and position of the substituents. The scope, limitations, and stereocontrol associated to this three-component reaction have been studied in detail. In general, the diastereoinduction observed in the three new stereogenic centers generated in the pro-chiral α,β-unsaturated aldehyde is low.

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.

Palladium-catalyzed regiocontrolled internal heteroarylation of electron-rich olefins with heteroaryl halides

A highly efficient palladium-catalyzed Heck coupling reaction of heteroaryl halides with electron-rich vinyl ether and hydroxyalkyl vinyl ethers is described. It was found that the choice of solvent, ligand, and reaction temperature had a fundamental influence on the regioselectivity and reactivity of the reaction, and the combination of Pd(OAc)2 and DPPF in ethylene glycol led to the most effective catalytic system. Under these conditions, a variety of heteroaryl halides reacted very quickly with electron-rich olefins to afford exclusively the branched products in good to excellent yields without employing triflates, halide scavengers, or ionic liquids.

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-.

Tri- et tetraacylation des derives du propene : application a la synthese d'acyl-3 et de diacyl-3,5 pyridines

The acylation (acetylation, propionylation, isobutyrylation) of isopropyl chloride has been performed under Friedel-Crafts conditions (AlCl3).For the first time, products resulting from triacylation and tetraacylation have been obtained.Treatment with liquid ammonia affords the title compounds.Thus, sophisticated products are obtained readily from very cheap starting materials.