20773-98-2

Usage

InChI:InChI=1/C6H7NO2/c1-9-6-4-2-3-5-7(6)8/h2-5H,1H3

Upstream product

• 1628-89-3 2-methoxypyridine 
• 93-59-4 Perbenzoic acid 
• 2402-95-1 2-chloropyridine-N-oxide 
• 3315-60-4 methanolate 
• 67-56-1 methanol 
• 109-09-1 2-chloropyridine 
• 124-41-4 sodium methylate 

Downstream Products

• 1628-89-3 2-methoxypyridine 
• 40775-55-1 1-methoxy-2-pyridone 
• 5446-92-4 2-methoxy-5-nitropyridine 
• 18614-54-5 2-methoxy-4-nitropyridine 
• 14395-39-2 2-methoxy-4-nitropyridine N-oxide 
• 96530-77-7 2-methoxy-5-nitropyridine N-oxide 
• 5280-02-4 1-(benzyloxy)pyridin-2(1H)-one 
• 13161-30-3 2-hydroxy-pyridine N-oxide 
• 29082-97-1 (6-methoxypyridin-2-yl)(phenyl)methanone 
• 408502-23-8 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 
• 20265-39-8 4-amino-2-methoxypyridine 
• 100367-39-3 4-bromo-2-methoxypyridine 

Relevant academic research and scientific papers

Method for catalyzing vitamin A isomerization with ruthenium catalyst

The invention provides a method for catalyzing vitamin A isomer conversion with a ruthenium catalyst. According to the method, a ruthenium compound is used as a catalyst, various vitamin A cis-isomerswith low biological activity can be converted into all-trans-isomers with high biological activity in a high proportion in the presence of an auxiliary agent, and the cis-isomers comprise 9-cis-isomers, 11-cis-isomers and 13-cis-isomers. The method has the characteristics of cheap and easily available catalyst, less catalyst dosage, mild reaction conditions, low reaction cost, high isomerizationefficiency and the like.

Solvent- and halide-free synthesis of pyridine-2-yl substituted ureas through facile C-H functionalization of pyridine: N -oxides

A novel solvent- and halide-free atom-economical synthesis of practically useful pyridine-2-yl substituted ureas utilizes easily accessible or commercially available pyridine N-oxides (PyO) and dialkylcyanamides. The observed C-H functionalization of PyO is suitable for the good-to-high yielding synthesis of a wide range of pyridine-2-yl substituted ureas featuring electron donating and electron withdrawing, sensitive, or even fugitive functional groups at any position of the pyridine ring (63-92%; 19 examples). In the cases of 3-substituted PyO, the C-H functionalization occurs regioselectively providing a route for facile generation of ureas bearing a 5-substituted pyridine-2-yl moiety.

NICOTINIC RECEPTOR COMPOUNDS

Provided herein are compounds and methods of preparation of compounds that are capable of functioning as agonists or antagonists of a nicotinic receptor. Also provided are pharmaceutical compositions comprising one or more of these compounds, which may further comprise one or more additional therapeutic agents. Further provided are methods of treatment of various conditions that may be responsive to such activity at the nicotinic receptors, such as nicotine dependence.

One step conversion of heteroaromatic-N-oxides to imidazolo-heteroarenes

(Chemical Equation Presented) Various pyridine-, quinoline-, isoquinoline-, and pyrimidine-N-oxides were converted to their corresponding α-imidazoloheteroarenes in good yield by treatment with sulfuryl diimidazole in nonpolar solvents at elevated tempera

Experimental and theoretical study of the dissociation enthalpy of the N-O bond on 2-hydroxypyridine N-oxide: Theoretical analysis of the energetics of the N-O bond for hydroxypyrydine N-oxide isomers

The standard (p° = 0.1 MPa) molar enthalpy of formation of crystalline 2-hydroxypyridine N-oxide was measured, at T = 298.15 K, by static bomb calorimetry and the standard molar enthalpy of sublimation, at T = 298.15 K, was obtained using Calvet microcalorimetry. These values were used to derive the standard molar enthalpy of formation of 2-hydroxypyridine N-oxide in gaseous phase, and to evaluate the dissociation enthalpy of the N-O bond. Additionally, high-level density functional theory calculations using the B3LYP hybrid exchange-correlation energy functional have been performed for the three isomers of hydroxypyridine N-oxide in order to confirm the experimental trend for the dissociation enthalpy of the (N-O) bond.

Tertiary amine oxidation using HOF-CH3CN: A novel synthesis of N-oxides

HOF·CH3CN, probably the best oxygen transfer agent organic chemistry has to offer, is easily made by bubbling diluted fluorine (10-15%) through aqueous acetonitrile solution. Used as formed without any isolation or purification, it reacts with various tertiary amines such as pyridine derivatives, polyaromatic nitrogen containing compounds and aliphatic and alicyclic ones to form the corresponding N-oxides. When two nitrogen atoms are present it is possible to make both the N-monoxides and the N,N-dioxides. The reaction times are short (a few minutes), conditions are very mild (0-25 °C) and the yields range from good to excellent (70-95%).

Alkyl transfer with retention and inversion of configuration: Reexamination of a putative [1s,4s] sigmatropic rearrangement

The thermal rearrangement of 2-alkoxypyridine-1-oxides to 1-alkoxy-2-pyridones, which has been reported to proceed by an intramolecular [1s,4s] sigmatropic migration of the alkyl group with retention of configuration and first-order kinetics, has been reexamined. The intramolecular barriers have been computed to be at least 20 kcal mol-1 higher than the reported experimental barriers. An alternative bimolecular mechanism, discovered computationally, has been confirmed by a variety of experiments including crossover studies, determination of solvent effects and secondary H/D isotope effects, and new kinetic and stereochemical studies. In the new mechanism there is an initial intermolecular transfer of the alkyl group, with inversion of configuration, to the N-oxide. Depending on the nature of the alkyl group and the solvent, this is followed by a second transfer, also with inversion of configuration, of one of the alkyl groups of the cationic intermediate to one of the oxygens of the anionic intermediate. The product is then formed either without crossover, by a double inversion of one alkyl group, or with crossover by two single inversions of different alkyl groups. The proposed intermediates of this mechanism can be synthesized; they react to form a 1-alkoxy-2-pyridone at room temperature.

An Excellent Method for the Mild and Safe Oxidation of N-Heteroaromatic Compounds and Tertiary Amines

Selective, mild and safe N-oxidation of N-heteroaromatic compounds and tertiary amines affording high product yields was achieved by using the H2O2-urea/phthalic anhydride system. Key Words: N-Oxidation / Hydrogen peroxide / Urea / Phthalic anhydride

Isomeric methoxypyridine-1-oxides and 1-methoxypyridones: electronic spectra and structure

The electronic spectra of the isomeric of hydroxypyridine-1-oxides and 1-hydroxy-pyridones were calculated by the CNDO/CI method.Transition energies, intensities and assignments were compared with the u.v. spectra recorded for the first time on all the methyl.substituted isomers under similar conditions in non-aqueous solvents.Ground state properties of the same compounds were calculated after a full geometry optimization using the CNDO/2 and MINDO/3 approximations.