cas 381725-49-1, 6'-Methoxy-2,3'-bipyridine

Articles about 381725-49-1Total 11 be found

Synthesis of Pyridylsulfonium Salts and Their Application in the Formation of Functionalized Bipyridines
An S-selective arylation of pyridylsulfides with good functional group tolerance was developed. To demonstrate synthetic utility, the resulting pyridylsulfonium salts were used in a scalable transition-metal-free coupling protocol, yielding functionalized bipyridines with extensive functional group tolerance. This modular methodology permits selective introduction of functional groups from commercially available pyridyl halides, furnishing symmetrical and unsymmetrical 2,2′- A nd 2,3′-bipyridines. Iterative application of the methodology enabled the synthesis of a functionalized terpyridine with three different pyridine components.
Duong, Vincent K.,Horan, Alexandra M.,McGarrigle, Eoghan M.
p. 8451 - 8457
(2020/11/12)

2-methoxy-5-(pyridine-2-yl)pyridine synthesis method
The invention belongs to the field of medicinal chemistry and relates to a preparation technology of 2-methoxy-5-(pyridine-2-yl)pyridine as a perampanel intermediate. The preparation technology comprises that 5-bromo-2-methoxypyridine and bis(pinacolato)diboron undergo a reaction to produce 2-methoxypyridine-5-boronic acid pinacol ester and the 2-methoxypyridine-5-boronic acid pinacol ester and 2-halogenated pyridine undergo a reaction to produce 2-methoxy-5-(pyridine-2-yl)pyridine as a perampanel intermediate. The synthesis method solves the problem of a high catalyst cost, has the advantages of simple processes and low cost and is convenient for large scale production.
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Paragraph 0014

(2017/03/17)

Process for the preparation of 2-alkoxy-5-(pyridin-2-yl)pyridine, an intermediate of perampanel
The present invention relates to a process for synthesising 2-alkoxy-5-(pyridin-2-yl)pyridine which is an intermediate of the synthesis of the active substance Perampenel.
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Paragraph 0063

(2013/05/09)

METHODS FOR PREPARING INTERMEDIATES OF PERAMPANEL
Methods for the synthesis of 2-alkoxy-5-(pyridin-2-yl)pyridine of formula I or salts thereof are provided.
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Paragraph 0077-0078

(2013/05/09)

A practical, laboratory-scale synthesis of Perampanel
The orally active, noncompetitive, selective AMPA receptor antagonist Perampanel, 2-[1,6-dihydro-6-oxo-1-phenyl-(2,3-bipyridin)-5-yl]benzonitrile, has been prepared from readily available, relatively inexpensive starting materials. The synthesis was carried out on a laboratory scale with no specialized equipment, and involved only two chromatographic purifications. Georg Thieme Verlag Stuttgart. New York.
McElhinny Jr., Charles J.,Carroll,Lewin, Anita H.
experimental part
p. 57 - 62
(2012/04/10)

Discovery of 2-(2-Oxo-1-phenyl-5-pyridin-2-yl-1,2-dihydropyridin-3-yl) benzonitrile (Perampanel): A novel, noncompetitive α-amino-3-hydroxy-5- methyl-4-isoxazolepropanoic acid (AMPA) receptor antagonist
Dysfunction of glutamatergic neurotransmission has been implicated in the pathogenesis of epilepsy and numerous other neurological diseases. Here we describe the discovery of a series of 1,3,5-triaryl-1H-pyridin-2-one derivatives as noncompetitive antagonists of AMPA-type ionotropic glutamate receptors. The structure-activity relationships for this series of compounds were investigated by manipulating individual aromatic rings located at positions 1, 3, and 5 of the pyridone ring. This culminated in the discovery of 2-(2-oxo-1-phenyl-5- pyridin-2-yl-1,2-dihydropyridin-3-yl)benzonitrile (perampanel, 6), a novel, noncompetitive AMPA receptor antagonist that showed potent activity in an in vitro AMPA-induced Ca2+ influx assay (IC50 = 60 nM) and in an in vivo AMPA-induced seizure model (minimum effective dose of 2 mg/kg po). Perampanel is currently in regulatory submission for partial-onset seizures associated with epilepsy.
Hibi, Shigeki,Ueno, Koshi,Nagato, Satoshi,Kawano, Koki,Ito, Koichi,Norimine, Yoshihiko,Takenaka, Osamu,Hanada, Takahisa,Yonaga, Masahiro
p. 10584 - 10600
(2013/02/23)

METHOD FOR PRODUCING 6-HALOGENO-3-ARYLPYRIDINE DERIVATIVE
[Problem] The present invention provides an industrially advantageous production method of a 6-halogeno-3-arylpyridine derivative in which cryogenic condition is not required, production step is short, and an isomer difficult to be separated is not produced as a by-product. [Solution] A production method of a 6-halogeno-3-arylpyridine derivative represented by the general formula (III) comprising: the first step reacting a 2, 5-dihalogenopyridine derivative represented by the general formula (I) with a magnesiation reagent; and the second step reacting the product obtained from the above-described first step, in the presence of a palladium compound, with a halogenoaryl derivative represented by the general formula (II).
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(2010/09/17)

Kumada-corriu cross-couplings with 2-pyridyl grignard reagents
Chemical Equation Presentation SPOs meet the challenge: A palladium complex derived from air- and moisture-stable secondary phosphine oxide (SPO) (1-Ad)2P(O)H enables general cross-coupling reactions of challenging electron-deficient 2-pyridyl Grignard reagents with ample scope (see scheme)
Ackermann, Lutz,Potukuchi, Harish K.,Kapdi, Anant R.,Schulzke, Carola
supporting information; experimental part
p. 3300 - 3303
(2010/06/19)

PROCESS FOR PRODUCING 5-(2 -PYRIDYL)-2-PYRIDONE DERIVATIVE
The present invention provides a method of industrially and advantageously producing a 5-(2'-pyridyl)-2-pyridone derivative. The present invention relates to a production method of a 5-(2'-pyridyl)-2-pyridone derivative represented by the formula (VI), which includes reacting a pyridine derivative of the formula (I) with a brominating agent to give a 5-bromopyridine derivative of the formula (II), reacting the obtained 5-bromopyridine derivative with a metallizing agent to give an organometallic compound of the formula (III), reacting the obtained organometallic compound with a 2-sulfonylpyridine derivative of the formula (IV) to give a 6-alkoxy-3,2'-bipyridine derivative of the formula (V) and hydrolyzing the obtained 6-alkoxy-3,2'-bipyridine derivative: wherein each symbol is as defined in the Description.
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Page/Page column 8

(2008/06/13)

1,2-DIHYDROPYRIDINE COMPOUNDS, PROCESS FOR PREPARATION OF THE SAME AND USE THEREOF
The present invention provides a novel compound having an excellent AMPA receptor inhibitory action and/or kainate inhibitory action. A compound represented by the following formula, a salt thereof or hydrates thereof. In the formula, Q indicates NH, O or S; and R1, R2, R3, R4 and R5 are the same as or different from each other and each indicates hydrogen atom, a halogen atom, a C1-6 alkyl group or a group represented by the formula -X-A (wherein X indicates a single bond, an optionally sbutituted C1-6 alkylene group etc.; and A indicates an optionally substituted C6-14 aromatic hydrocarbocyclic group or 5- to 14-membered aromatic heterocyclic group etc.).
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(2008/06/13)

Functionalized pyridylboronic acids and their Suzuki cross-coupling reactions to yield novel heteroarylpyridines
2-Bromo-5-pyridylboronic acid 2a, 2-chloro-5-pyridylboronic acid 2b, 2-methoxy-5-pyridylboronic acid 2c, and 5-chloro-2-methoxy-4-pyridylboronic acid 4 have been synthesized and shown to undergo palladium-catalyzed cross-coupling reactions with heteroaryl bromides to yield novel heteroarylpyridine derivatives. The X-ray crystal structures of 2a and 2b have been obtained.
Parry, Paul R.,Wang, Changsheng,Batsanov, Andrei S.,Bryce, Martin R.,Tarbit, Brian
p. 7541 - 7543
(2007/10/03)