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Title:
METHOD FOR SYNTHESIZING PHARMACEUTICAL INTERMEDIATE PHENANTHRENE COMPOUND IN POTASSIUM CARBONATE ENVIRONMENT
Document Type and Number:
WIPO Patent Application WO/2016/141839
Kind Code:
A1
Abstract:
The invention relates to a method for synthesizing a phenanthrene compound, as shown by formula (I) below, in a potassium carbonate environment. The method comprises the following steps: reacting a compound as shown by formula (II) below and a compound as shown by formula (III) in a solvent under an inert atmosphere in the presence of a catalyst, an organic ligand and potassium carbonate, and thereby obtaining the compound of formula (I), wherein R1 and R2 are each independently H, C1-C6 alkyl, C1-C6 alkoxy or halogen; and R3 is C6-C10 aryl or C5-C8 heteroaryl, wherein the C6-C10 aryl or C5-C8 heteroaryl is optionally substituted by 1-3 substituents, and the substituents are C1-C6 alkyl or halogen. The method achieves good effects due to the selection of a suitable catalyst, organic ligand, base and solvent, and has wide industrial application prospects.

Inventors:
ZHAI XUEYAN (CN)
Application Number:
PCT/CN2016/075439
Publication Date:
September 15, 2016
Filing Date:
March 03, 2016
Export Citation:
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Assignee:
WANG NENGQING (CN)
International Classes:
C07B37/10; C07C2/42; C07C17/275; C07C15/30; C07C25/22; C07D213/127; C07D213/16
Foreign References:
CN104692986A2015-06-10
CN102827077A2012-12-19
Other References:
KIM, K.H. ET AL.: "2, 3-Dichloro-5, 6-Dicyano-Para-Benzoquinone (DDQ)/Methanesulfonic Acid (Msoh)-Mediated Intramolecular Arene-Alkene Oxidative Coupling", ADV. SYNTH. CATAL., vol. 356, no. 4, 20 February 2014 (2014-02-20), pages 701, ISSN: 1615-4169
YAO, QINGWEI. ET AL.: "Ligand-Free Heck Reaction: Pd(OAc)2 As An Active Catalyst Revisited", J. ORG. CHEM., vol. 68, no. 19, 16 August 2003 (2003-08-16), pages 7529, XP001170659, ISSN: 0022-3263
SHIMIZU, M. ET AL.: "Palladium-Catalyzed Double Cross-Coupling Reaction Of 1, 2-Bis(Pinacolatoboryl) Alkenes And-Arenes With 2, 2'-Dibromobiaryls: Annulative Approach To Functionalized Polycyclic Aromatic Hydrocarbons", PALLADIUM-CATALYZED DOUBLE CROSS-COUPLING REACTION OF 1, 2-BIS (PINACOLATOBORYL) ALKENES AND-ARENES WITH 2, 20-DIBROMOBIARYLS: ANNULATIVE APPROACH TO FUNCTIONALIZED POLYCYCLIC AROMATIC HYDROCARBONS, vol. 67, no. 41, 12 August 2011 (2011-08-12), pages 8014 - 8026, XP028288356, ISSN: 0040-4020, DOI: doi:10.1016/j.tet.2011.08.019
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