762292-74-0Relevant articles and documents
Synthesis of 2,2-difluoro-2-arylethylamines as fluorinated analogs of octopamine and noradrenaline
Tarui, Atsushi,Kamata, Erika,Ebisu, Koji,Kawai, Yui,Araki, Ryota,Yabe, Takeshi,Karuo, Yukiko,Sato, Kazuyuki,Kawai, Kentaro,Omote, Masaaki
, p. 26 - 34 (2022/04/09)
A series of 2,2-difluoro-2-arylethylamines was synthesized as fluorinated analogs of octopamine and noradrenaline with the expectation of bioisosteric OH/F exchanges. The syntheses of these compounds were performed by a Suzuki-Miyaura cross-coupling reaction of 4-(bromodifluoroacetyl)morpholine with aryl boronic acids to produce the intermediate 2,2-difluoro-2-arylacetamides, followed by transformation of difluoroacetamide to difluoroethylamine.
Preparation of difluorinated alcohol compound
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Paragraph 0130; 0131, (2017/04/25)
The present invention relates to a method for producing a difluoro alcohol compound. According to the present invention, compared to prior arts, the method for producing the difluoro alcohol compound is simple, safe, and cost-competitive in terms of a use of reagents, since a synthesis is simply carried out via a reaction between N-fluorobenzenesulfonimide and aldehyde in the presence of L-proline. Accordingly, the method of the present invention can be effectively applied to the production of the difluoro alcohol which gives a wide range of applications such as functional drugs, pesticides, and raw materials for polymeric compounds.COPYRIGHT KIPO 2017
PYRROLOPYRIMIDINE DERIVATIVES AS NR2B NMDA RECEPTOR ANTAGONISTS
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Paragraph 0362, (2016/04/09)
Disclosed are chemical entities of formula I: [INSERT CHEMICAL FORMULA HERE] wherein X, Y, Z, R1, R3, R4, R5 and R6 are defined herein, as NR2B subtype selective receptor antagonists. Also disclosed are pharmaceutical compositions comprising a chemical entity of formula I, and methods of treating various diseases and disorders associated with NR2B antagonism, e.g., diseases and disorders of the CNS, such as depression, by administering a chemical entity of formula I.
β,β-Difluoro analogs of α-oxo-β-phenylpropionic acid and phenylalanine
Schlosser, Manfred,Brügger, Nadia,Schmidt, Werner,Amrhein, Nikolaus
, p. 7731 - 7742 (2007/10/03)
A simple three-step procedure converted the readily accessible (2-bromo-1,1-difluoroethyl)arenes (2) into α-aryl-α,α- difluoroacetaldehydes (1). Subsequent hydrocyanation, hydrolysis, oxidation and again hydrolysis afforded β-aryl-β,β-difluoro-α- oxopropionic acids (3). Reductive amination transformed the oxoacids 3 into a separable mixture of α-hydroxyacids 11 and racemic β,β-difluoro- β-phenylalanine derivatives (4). Enantiomerically pure β,β- difluorophenylalanine (L-4a) was obtained when α,α-difluoro-α- phenylacet-aldehyde (1a) was condensed with homochiral 1-phenylethylamine, hydrogen cyanide added to the resulting imine, the diastereomeric mixture thus produced hydrolyzed to the carboxamides (15) which were found to be separable by fractional crystallization or chromatography. The pKa values of the β-aryl-β,β-difluoroalanines (4) were measured and biological profile of the latter probed. 3-(4-Chlorophenyl)-3,3-difluoro-2-oxopropionic acid (4c) proved to be a potent (Ki 27 μM) and selective inhibitor of arogenate dehydratase, a key enzyme catalyzing the last step of the phenylalanine biosynthesis.
