20970-75-6

Usage

Uses

Used in Pharmaceutical Industry:
3-Methylpicolinonitrile is used as a chemical reagent for the synthesis of various pharmaceutical compounds. Its applications include the production of triazolo[1,5-c]pyrimidines, which are potential anti-asthma agents. These compounds have shown promise in treating asthma by targeting specific pathways involved in the disease.
Used in Oncology Research:
In the field of oncology, 3-Methylpicolinonitrile is utilized in the synthesis of α-s-tetrazine derivatives. These derivatives have demonstrated potential as anti-tumor agents, making them valuable in the development of novel cancer treatments. The compound's ability to form these derivatives contributes to its importance in cancer research and drug development.

InChI:InChI=1/C7H6N2/c1-6-3-2-4-9-7(6)5-8/h2-4H,1H3

Upstream product

• 1003-73-2 3-picoline-N-oxide 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 1603-40-3 3-methylpyridin-2-ylamine 
• 18368-76-8 2 chloro-3-methylpyridine 
• 101870-40-0 (E)-3-methylpicolinaldehyde oxime 
• 151-50-8 potassium cyanide 
• 87117-12-2 N-methoxy-3-methylpyridinium methylsulfate 
• 68357-21-1 Toluene-4-sulfonic acid 2,2-dicyano-3-methyl-3,6-dihydro-2H-pyridin-1-yl ester 
• 4931-46-8 N-(3-methyl-2-pyridinyl)formamide 
• 101870-40-0 3-methyl-pyridine-2-carbaldehyde oxime 
• 3430-17-9 2-bromo-3-picoline 
• 143-33-9 sodium cyanide 
• 86488-30-4 N-methoxy-3-methylpyridine iodide 

Downstream Products

• 85279-30-7 1-(3-methylpyridin-2-yl)ethan-1-one 
• 123811-72-3 3-methylpicolinic acid hydrochloride 
• 116986-13-1 2-cyano-3-(bromomethyl)pyridine 
• 153936-25-5 1-(3-methylpyridin-2-yl)methanamine dihydrochloride 
• 65169-63-3 3-methyl-5-nitropyridine-2-carbonitrile 
• 131747-56-3 3-(hydroxymethyl)pyridine-2-carbonitrile 
• 81109-80-0 2-cyano-3-(phenoxymethyl)pyridine 
• 81109-81-1 2-cyano-3-(phenylthiomethyl)pyridine 
• 55942-66-0 3-(phenoxymethyl)pyridine-2-carboxylic acid 
• 55942-67-1 3-(phenylthiomethyl)pyridine-2-carboxylic acid 
• 58997-10-7 ethyl 3-methylpyridine-2-carboxylate 
• 94015-06-2 ethyl 3-chloromethylpyridine-2-carboxylate 
• 301666-61-5 ethyl 3-(bromomethyl)pyridine-2-carboxylate 
• 94015-26-6 2,5-dihydro-2-phenylpyrazolo<3',4':5,6>thiopyrano<4,3-b>pyridin-6-ium-3-olate 

Relevant academic research and scientific papers

Method for preparing aryl primary amide by adopting metal-catalyzed one-pot method

The invention discloses a method for synthesizing aryl primary amide by adopting a metal-catalyzed one-pot method. The method comprises the steps of: taking aryl bromidess as raw materials, allowing the aryl bromidess to react with a cyanide source under the action of a palladium catalyst, substituting bromine on an aromatic ring with cyano to obtain cyano aromatic hydrocarbon, directly adding anaqueous solution of alkali into the reaction solution without aftertreatment, and carrying out hydrolysis reaction to obtain aryl primary amide. Compared with the prior art, the method for preparing aryl primary amide from the aryl bromides has the advantages of the short synthesis route, fewer reaction steps, simple operation, mild conditions, the high conversion rate, low toxicity and industrialproduction potential.

A Bifunctional Reagent Designed for the Mild, Nucleophilic Functionalization of Pyridines

Herein is reported the design and application of a reagent for the direct functionalization of pyridines. These reactions occur under mild conditions and exhibit broad functional group tolerance, enabling the late-stage functionalization of drug-like molecules. The reagent can be easily prepared on large scale from inexpensive reagents, and reacts in the title reaction with acetonitrile, sodium chloride, and sodium methanesulfonate as the sole byproducts. Although this Communication focuses primarily on reactions with cyanide as nucleophile, preliminary experiments with other nucleophiles foreshadow the broad reaching synthetic utility of this approach.

C?H Cyanation of 6-Ring N-Containing Heteroaromatics

Heteroaromatic nitriles are important compounds in drug discovery, both for their prevalence in the clinic and due to the diverse range of transformations they can undergo. As such, efficient and reliable methods to access them have the potential for far-reaching impact across synthetic chemistry and the biomedical sciences. Herein, we report an approach to heteroaromatic C?H cyanation through triflic anhydride activation, nucleophilic addition of cyanide, followed by elimination of trifluoromethanesulfinate to regenerate the cyanated heteroaromatic ring. This one-pot protocol is simple to perform, is applicable to a broad range of decorated 6-ring N-containing heterocycles, and has been shown to be suitable for late-stage functionalization of complex drug-like architectures.

A 3 - substituted - 2 - cyano pyridine compound of preparation method

The present invention discloses a 3-substituted-2-cyanopyridine compound preparation method, which comprises: (1) mixing a solution of 3-substituted pyridine-N-oxide represented by a formula I and an acyl halide compound, and reacting to obtain a reactant; and (2) mixing the reactant I and a cyanide aqueous solution to obtain the 3-substituted-2-cyanopyridine compound represented by a formula II, wherein R is selected from methyl, halogen, hydroxy, cyano, 2-hydroxyethyl, methoxy, and 1-cyanomethyl.

COMPOUNDS USEFUL AS FAAH MODULATORS AND USES THEREOF

Compounds are disclosed that have formula (I): where A, B, L1, X, W, Y, R1, R3, and nlare as defined herein. The compounds and pharmaceutical compositions thereof are useful for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example, pain, anxiety, depression, inflammation, cognitive disorders, weight and eating disorders, Parkinson's disease, Alzheimer's disease, spasticity, addiction, glaucoma, and others.

PREPARATION OF PYRIDINE DERIVATIVES USING PYRIMIDINIUM DERIVATIVES AS INTERMEDIATES

A method in which a pyridinium derivative of formula (I) such as 1,3-dimethyl-2,3-dihydro-2-oxopyrimidinium chloride is reacted with an acetyl compound of formula (II) such as 4-acetylpyridine, and then the reaction product is reacted with ammonia or an ammonium salt to form a pyridine derivative of formula (III):Also disclosed is a method for the preparation of the compound of formula (I) from reacting a compound of formula (IV) or (V) with a compound of formula (VI):Also disclosed are two additional alternative methods for the preparation of compounds of formula (I) and related compounds. The substituents are defined in the claims.

Preparation of cyanopyridines by direct cyanation

After pretreatment with nitric acid and trifluoroacetic anhydride, aqueous potassium cyanide converted pyridines 1a-1 into their corresponding 2-cyano derivatives 4a-1 in an average yield of 52%. Georg Thieme Verlag Stuttgart.

A stereoselective process for the preparation of novel phosphonoalkylphosphinates

We have devised both a contiguous and a stepwise strategy for the synthesis of the pyridylaminomethane-based class of phosphonoalkylphosphinates (PAPs) that form via the intermediacy of the phosphonoethoxyaminomethane XIa. The PAPs result from condensation of picolines and phosphonoacetals in high chemoselective yield. Following reduction of aminopyridine IIIb, the unprecedented Pt(0)-catalyzed epimerization of the chelated amidine [(hydroxy)methylphosphinyl]-[(3-methyl-2-piperidinyl-idene)amino]methylphosphonic acid (IIIa) yielded a single racemic pair of PAPs (IIIc). The epimerization was found to occur more slowly than amidine formation itself.

Cobalt(I)-Catalyzed Cocyclotrimerization of Acetylene with 2,6-Dicyanopyridines

A procedure of general application to the synthesis of alkyl-substituted 2-cyano-6-(2-pyridyl)pyridines from alkylpyridines is outlined.