113975-22-7Relevant articles and documents
Deprotonation of fluoro aromatics using lithium magnesates
Awad, Ha?an,Mongin, Florence,Trécourt, Fran?ois,Quéguiner, Guy,Marsais, Francis,Blanco, Fernando,Abarca, Belén,Ballesteros, Rafael
, p. 6697 - 6701 (2004)
Activated fluoro aromatics are deprotonated using lithium magnesates. 3-Fluoropyridine was deprotonated on treatment with 1/3 equiv of Bu 3MgLi in THF at -10°C. The lithium arylmagnesate formed was either trapped with electrophiles or involved
A synthetic approach to 2,3,4-substituted pyridines useful as scaffolds for tripeptidomimetics
Saitton, Stina,Kihlberg, Jan,Luthman, Kristina
, p. 6113 - 6120 (2004)
The synthesis of 2,3,4-substituted pyridine derivatives useful as scaffolds in the development of peptidomimetics is described. The use of a variety of electrophiles in a halogen-dance reaction to produce 3-alkyl-2-fluoro-4-iodo- pyridine derivatives as 'functionalized scaffolds' and the possibility to differentiate between the reactivities of the two halogen handles have been explored. Coupling of amino acid derivatives in the 4-position of the pyridine was found to proceed efficiently by conversion of iodo-pyridine to a Grignard derivative, which was allowed to react with a protected amino aldehyde. Substitution of fluorine in the 2-position of the pyridine was found to be facile with alkoxide nucleophiles, whereas amines were much less reactive.
Facile preparation of 3-substituted-2,6-difluoropyridines: Application to the synthesis of 2,3,6-trisubstituted pyridines
Katoh, Taisuke,Tomata, Yoshihide,Tsukamoto, Tetsuya,Nakada, Yoshihisa
, p. 6043 - 6046 (2015)
We report a facile method for the difluorination of 3-substituted-2,6-dichloropyridines using cesium fluoride as a fluorination reagent in dimethyl sulfoxide. It is proposed that this method for preparing 3-substituted-2,6-difluoropyridines is simpler and easier than those reported in previous literature. To examine the utility of 3-substituted-2,6-difluoropyridines in synthetic chemistry, we also demonstrate a subsequent conversion to 2,3,6-trisubstituted pyridines by a tandem nucleophilic aromatic substitution.
PYRIMIDINE AND TRIAZINE DERIVATIVES AND THEIR USE AS AXL INHIBITORS
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Page/Page column 57-58, (2016/07/05)
Compounds of the general formula(I): (I) processes for the preparation of these compounds, compositions containing these compounds, and the uses of these compounds.
TYK2 INHIBITORS AND USES THEREOF
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Paragraph 1009, (2016/09/26)
The present invention provides compounds, compositions thereof, and methods of using the same for the inhibition of TYK2, and the treatment of TYK2-mediated disorders.
Deprotometalation of substituted pyridines and regioselectivity-computed CH acidity relationships
Hedidi, Madani,Bentabed-Ababsa, Ghenia,Derdour, A?cha,Halauko, Yury S.,Ivashkevich, Oleg A.,Matulis, Vadim E.,Chevallier, Floris,Roisnel, Thierry,Dorcet, Vincent,Mongin, Florence
, p. 2196 - 2205 (2016/04/09)
A series of methoxy- and fluoro-pyridines have been deprotometalated in tetrahydrofuran at room temperature by using a mixed lithium-zinc combination obtained from ZnCl2·TMEDA (TMEDA=N,N,N′,N′-tetramethylethylenediamine) and LiTMP (TMP=2,2,6,6-tetramethylpiperidino) in a 1:3 ratio, and the metalated species intercepted by iodine. Efficient functionalization at the 3 position was observed from 4-methoxy, 2-methoxy, 2,6-dimethoxy, 2-fluoro and 2,6-difluoropyridine, and at the 4 position from 3-methoxy and 2,3-dimethoxypyridine. Interestingly, clean dideprotonation was noted from 3-fluoropyridine (at C2 and C4) and 2,6-difluoropyridine (at C3 and C5). The obtained regioselectivities have been discussed in light of the CH acidities of the substrates, determined both in the gas phase (DFT B3LYP and G3MP2B3 levels) and in THF solution. In the case of methoxypyridines, the pKa values have also been calculated for complexes with LiCl and LiTMP.
HETEROCYCLIC COMPOUND
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Paragraph 0390, (2015/04/15)
The present invention provides a compound having a superior JAK inhibitory action, which is useful as an agent for the prophylaxis or treatment of autoimmune diseases (rheumatoid arthritis, psoriasis, inflammatory bowel disease, Sjogren's syndrome, Behcet's disease, multiple sclerosis, systemic lupus erythematosus, etc.), cancer (leukemia, uterine leiomyosarcoma, prostate cancer, multiple myeloma, cachexia, myelofibrosis, etc.) and the like, or a salt thereof. The present invention relates to a compound represented by the formula wherein each symbol is as defined in the specification, or a salt thereof.
Nickel-Catalyzed Asymmetric Reductive Cross-Coupling between Heteroaryl Iodides and α-Chloronitriles
Kadunce, Nathaniel T.,Reisman, Sarah E.
supporting information, p. 10480 - 10483 (2015/09/28)
A Ni-catalyzed asymmetric reductive cross-coupling of heteroaryl iodides and α-chloronitriles has been developed. This method furnishes enantioenriched α,α-disubstituted nitriles from simple organohalide building blocks. The reaction tolerates a variety of heterocyclic coupling partners, including pyridines, pyrimidines, quinolines, thiophenes, and piperidines. The reaction proceeds under mild conditions at room temperature and precludes the need to pregenerate organometallic nucleophiles.
ANTIVIRAL COMPOUNDS
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Paragraph 0188, (2013/03/26)
The present invention relates to a compound of formula: (I) or a pharmaceutically acceptable salt thereof, wherein the symbols are as defined in the specification; a pharmaceutical composition comprising the same, a method for treating or preventing a viral infection such as HIV using the same.
PYRIDYL CARBENE PHOSPHORESCENT EMITTERS
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, (2012/09/22)
Organometallic compounds comprising an imidazole carbene ligand having a N-containing ring fused to the imidazole ring are provided. In particular, the N-containing ring fused to the imidazole ring may contain one nitrogen atom or more than one nitrogen a
