- Development of a concise scaleable synthesis of 2-chloro-5-(pyridin-2-yl) pyrimidine via a Negishi cross-coupling
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A practical and scaleable synthesis of 2-chloro-5-(pyridin-2-yl) pyrimidine, an intermediate in the synthesis of a selective PDE-V inhibitor, was developed. A Negishi cross-coupling between the in situ prepared 2-pyridylzinc chloride and 5-iodo-2-chloropyrimidine catalyzed by Pd(PPh3)4 afforded the product in one step. Development of a convenient purification did away with the necessity of chromatography, allowing the preparation of the product on kilogram scale.
- Perez-Balado, Carlos,Willemsens, Albert,Ormerod, Dominic,Aelterman, Wim,Mertens, Narda
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- NOVEL COMPOUNDS AS GPR119 AGONISTS
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The present invention relates to novel compounds of formula (I) as GPR119 agonist, composition compositions containing such compounds and method of preparation thereof.
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Paragraph 0508-0510
(2017/10/26)
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- Double Suzuki cross-coupling reaction of pyrimidine boronic acid: Synthesis of new versatile dielectrophile
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The double Suzuki cross-coupling reaction has successfully been applied for the synthesis of 5,5'-(5-butoxy-1,3-phenylene)bis(2-chloropyrimidine) with two reactive chloro groups and an alkoxy side chain starting from 2-chloropyrimidin-5-ylboronic acid and 1,3-dibromo-5-butoxybenzene. The reactivity of this dielectrophile was tested by reaction with aniline and phenol, a nitrogen and oxygen nucleophile, respectively. The new dielectrophile would further provide an ideal platform for the construction of large hetero-atom bridged macrocycles for desired properties and functions in supramolecular and material chemistry. Copyright
- Naseer, Muhammad Moazzam,Hameed, Shahid
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experimental part
p. 330 - 334
(2012/08/08)
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- TYROSINE KINASE INHIBITORS
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The present invention relates to pyridazin-4(1H)-one derivatives, that are useful for treating cellular proliferative diseases, for treating disorders associated with MET activity, and for inhibiting the receptor tyrosine kinase MET. The invention also related to compositions which comprise these compounds, and methods of using them to treat cancer in mammals.
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Page/Page column 153
(2011/08/03)
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- ORGANIC COMPOUNDS
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The present invention provides a compound of formula (I): wherein the variants R1, R2, R3, R4, R5, R6, R7 are as defined herein, and wherein said compound is an inhibitor of CETP, and thus can be employed for the treatment of a disorder or disease mediated by CETP or responsive to the inhibition of CETP.
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Page/Page column 67-68
(2009/05/28)
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- BIARYL PDE4 INHIBITORS FOR TREATING PULMONARY AND CARDIOVASCULAR DISORDERS
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The present invention relates to a genus of biaryl compounds containing at least one further ring. The compounds are PDE4 inhibitors useful for the treatment and prevention of stroke, myocardial infarct and cardiovascular inflammatory diseases and disorders. The compounds have general formula Ia, Ib, Ic or Id: A particular embodiment is
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Page/Page column 37
(2009/06/27)
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- AMINO-PIPERIDINE DERIVATIVES AS CETP INHIBITORS
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The present invention provides a compound of formula (I), wherein the variants R1, R2, R3, R4, R5, R6, R7 are as defined herein, and wherein said compound is an inhibitor of CETP, and thus can be employed for the treatment of a disorder or disease mediated by CETP or responsive to the inhibition of CETP.
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Page/Page column 189-190
(2008/06/13)
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- New pyrimidylboronic acids and functionalized heteroarylpyrimidines by Suzuki cross-coupling reactions
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We report the synthesis of 2-chloro-5-pyrimidylboronic acid (6) and 2-amino-5-pyrimidylboronic acid (8) by lithium-halogen exchange followed by reaction with triisopropylborate. Their reactivity with heteroaryl halides in Suzuki-Miyaura cross-coupling reactions has been evaluated. New highly functionalized 5-heteroarylpyrimidine derivatives 24-33 (heteroaryl = quinoline, pyridine, pyrimidine, pyrazine, thiophene, benzothiazole) have been obtained in synthetically useful yields. The X-ray structure of 6 reveals extensive intermolecular O-H...N hydrogen bonding in the crystal. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
- Clapham, Kate M.,Smith, Amy E.,Batsanov, Andrei S.,McIntyre, Laura,Pountney, Adam,Bryce, Martin R.,Tarbit, Brian
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p. 5712 - 5716
(2008/09/17)
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