15969-10-5Relevant articles and documents
Iodine(III)-Catalyzed Electrophilic Nitration of Phenols via Non-Br?nsted Acidic NO2+ Generation
Juárez-Ornelas, Kevin A.,Jiménez-Halla, J. Oscar C.,Kato, Terumasa,Solorio-Alvarado, César R.,Maruoka, Keiji
supporting information, p. 1315 - 1319 (2019/03/07)
The first catalytic procedure for the electrophilic nitration of phenols was developed using iodosylbenzene as an organocatalyst based on iodine(III) and aluminum nitrate as a nitro group source. This atom-economic protocol occurs under mild, non-Br?nsted acidic and open-flask reaction conditions with a broad functional-group tolerance including several heterocycles. Density functional theory (DFT) calculations at the (SMD:MeCN)Mo8-HX/(LANLo8+f,6-311+G) level indicated that the reaction proceeds through a cationic pathway that efficiently generates the NO2+ ion, which is the nitrating species under neutral conditions.
Graphene Oxide Promoted Oxidative Bromination of Anilines and Phenols in Water
Ghorpade, Prashant Vasantrao,Pethsangave, Dattatray Appasha,Some, Surajit,Shankarling, Ganapati Subray
, p. 7388 - 7397 (2018/07/29)
The mildly acidic and oxidative nature of graphene oxide, with its large surface area available for catalytic activity, has been explored in aromatic nuclear bromination chemistry for the first time. The versatile catalytic activity of graphene oxide (GO) has been used to selectively and rapidly brominate anilines and phenols in water. The best results were obtained at ambient temperatures using molecular bromine in a protocol promoted by oxidative bromination catalyzed by GO; these transformations proceeded with 100% atom economy with respect to bromine and high selectivities for the tribromoanilines and -phenols. Reduced graphene oxide (r-GO) was observed to form after the second recycle (third use) of GO. This technique is also effective with N-bromosuccinimide (NBS) as the brominating reagent. In the case of NBS, reactions were instantaneous and the GO displayed excellent recyclability without any loss of activity over several cycles.
Novel method for preparing Eltrombopag intermediate
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Paragraph 0062-0064, (2017/04/29)
The invention provides a method for preparing a compound shown as the formula I (please see the formula in the description). The method specifically comprises the following steps that 1, a compound shown as the formula (II) (please see the formula in the description) reacts with a compound shown as formula (V) (please see the formula in the description) under the alkaline condition to generate a compound shown as the formula (III) (please see the formula in the description); 2, the compound shown as the formula (III) (please see the formula in the description) reacts with a compound shown as the formula (VI) (please see the formula in the description) under the alkaline condition in the presence of palladium carbon to generate a compound shown as the formula (IV) (please see the formula in the description); 3, the compound shown as the formula (IV) (please see the formula in the description) reacts in the presence of palladium carbon and a hydrogen source under the alkaline condition to generate the compound shown as the formula (I) (please see the formula in the description). According to the method, design is ingenious, protecting group removal, dechlorination and nitro reduction are together completed in the final hydrogenation process, and the purity of the obtained compound shown as the formula (I) (please see the formula in the description) is high; the most important thing is that compared with other Suzuki coupling agents, cost of palladium carbon is lower, a source of palladium carbon is wide and easy to obtain, palladium carbon can be directly recycled and reused after being simply filtered and separated, and therefore the material cost is greatly reduced; meanwhile, emission of three wastes is reduced, and the method is quite suitable for industrialized production.
COMPOUNDS AND COMPOSITIONS AS RAF KINASE INHIBITORS
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Paragraph 00335, (2016/04/20)
The present invention provides compounds of Formula (I) and (II) as described herein, and salts thereof, and therapeutic uses of these compounds for treatment of disorders associated with Raf kinase activity. The invention further provides pharmaceutical compositions comprising these compounds, and compositions comprising these compounds and a therapeutic co-agent.
PROCESSES FOR THE PREPARATION OF AN INTERMEDIATE IN THE SYNTHESIS OF ELTROMBOPAG
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Paragraph 0054, (2013/04/13)
3'-Amino-2'-hydroxybiphenyl-3-carboxylic acid (BPCA) and related compounds have been prepared using compounds such as: wherein R1 is -H, -Cl or -F; R2 is -Br or -I; and R3 is -H or -N02. BPCA is useful, for example, in the preparation of Eltrombopag.
NOVEL BENZODIOXANE AND BENZOXAZINE DERIVATIVES USEFUL AS CC CHEMOKINE RECEPTOR LIGANDS
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Page/Page column 111, (2010/06/22)
The present invention relates to benzodioxane and benzoxazine derivatives that act as ligands for CC chemokine receptors, such as CCR1. The invention also relates to methods of preparing the compounds, compositions containing the compounds, and to methods of treatment using the compounds.
OOxidative bromination of activated aromatic compounds using aqueous nitric acid as an oxidant
Joshi, Ashutosh V.,Baidossi, Mubeen,Mukhopadhyay, Sudip,Sasson, Yoel
, p. 568 - 570 (2013/09/02)
Oxidative bromination of activated aromatic compounds using alkali metal bromide salts and aqueous nitric acid to the corresponding bromo-derivatives is achieved in a liquid-liquid, two-phase system under ambient conditions. Nitric acid offers a dual function of an oxidant as well as a proton donor, which is essential for oxidative bromination using metal bromide salts. Bromination as well as chlorination could be accomplished with this simple system.
6,5-Fused aromatic ring systems having enhanced phosphodiesterae IV inhibitory activity
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, (2008/06/13)
Novel compounds which are effective PDE IV inhibitors are disclosed. The compounds possess improved PDE IV inhibition as compared to theophylline or rolipram, with improved selectivity with regard to, e.g., PDE V inhibition. The present invention includes compounds of Formula I: wherein:rings "A" and "B" can be saturated, unsaturated or partially unsaturated;X1 is selected from CH, C-Cl, or N;X2 is selected from CR12 or N;X3 is selected from CH or N;X4 is selected from CH or N;P1, P2 are independently selected from CH,O or N or NH;M is selected from CH, C, or N;Q is C1-C3 alkyl or -CH=CH-;R6 is selected from -C(R9)3, CH(R9)2, or C3-C8 cycloalkyl;R7 is selected from -OH, -O-CO-CH3, -SH, or -CHO;R8 is selected from -C(R9)3, -CH(R9)2, -C3-C8-cycloalkyl, or -CH2-C4-C6-cycloalkyl;R10 is selected from C1-C3-pyridyl, C3H6OH,-C= C-, Br, -C=C-CH2OH, isopropyl, hydrogen, andR11 is selected from H, -OH, -O-C3-C8-cycloalkyl, -NH2, -NH-C1-C3-alkyl, -SH, -NH-C3-C8-cycloalkyl, -Z-pyridyl, -Z-trienyl, and -Z-CH2OH;R12 is selected from -SH, H, halogen or lower alkyl;R9 is lower alkyl; andZ is selected from ethyl, and -C=C-.
Compositions containing certain 2,4-halo-6-nitrophenols or derivatives thereof and methods for using same to eradicate internal parasites in warm-blooded animals
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, (2008/06/13)
A composition of matter for treating warm-blooded animals to eradicate internal parasites comprising a compound chosen from the group consisting of 2,4-dibromo-6-nitrophenol 2,4-dichloro-6-nitrophenol 2-chloro-4-fluoro-6-nitrophenol 2-brom
