90562-17-7Relevant academic research and scientific papers
Electrophilic Aromatic Bromination Using Bromodimethylsulfoniuin Bromide Generated in Situ
Majetich, George,Hicks, Rodgers,Reister, Steven
, p. 4321 - 4326 (1997)
It has been shown that bromodimethylsulfonium bromide, generated in situ by treating dimethyl sulfoxide with aqueous hydrobromic acid, is a milder and more selective reagent for electrophilic aromatic bromination than elemental bromine.
Development of a green and sustainable manufacturing process for gefapixant citrate (MK-7264) Part 2: Development of a robust process for phenol synthesis
Peng, Feng,Humphrey, Guy R.,Maloney, Kevin M.,Lehnherr, Dan,Weisel, Mark,Lévesque, Francois,Naber, John R.,Brunskill, Andrew P.J.,Larpent, Patrick,Zhang, Si-Wei,Lee, Alfred Y.,Arvary, Rebecca A.,Lee, Claire H.,Bishara, Daniel,Narsimhan, Karthik,Sirota, Eric,Whittington, Michael
, p. 2453 - 2461 (2020/11/18)
Various synthetic routes to 2-isopropyl-4-methoxyphenol 3, the phenol core of Gefapixant citrate (MK-7264), are described, which provide better alternatives to the initial four-step supply route. These new routes include a coumarin fragmentation approach in flow, a rhenium-catalyzed isopropylation of mequinol, and a bromination/methoxylation of 2-isopropylphenol. After exploring several approaches, a robust two-step process for the preparation of 3 from the commodity starting material 2-isopropylphenol was developed. The optimized route employs a highly regioselective bromination. After isolating the bromophenol DABCO cocrystal, a copper-catalyzed methoxylation delivers 3 in high yield. This route is successfully demonstrated at the plant scale with low process mass intensity and cost.
Transition-metal-free direct arylation of anilines
Pirali, Tracey,Zhang, Fengzhi,Miller, Anna H.,Head, Jenna L.,McAusland, Donald,Greaney, Michael F.
supporting information; experimental part, p. 1006 - 1009 (2012/02/16)
Aryne arylation: A new method of direct arylation is reported for aniline substrates. The reaction uses benzyne to synthesize a variety of aminobiaryls under mild conditions (see scheme), requiring no stoichiometric metalation or transition-metal catalysis. An ene mechanism is implicated, and conveys excellent functional group tolerance relative to metal-mediated processes. Copyright
High refractive index pressure-sensitive adhesives
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Page/Page column 6, (2010/02/14)
The present invention provides pressure-sensitive adhesives having a refractive index of at least 1.48. The pressure-sensitive adhesives comprise at least one monomer containing a substituted or an unsubstituted aromatic moiety.
Brominated materials
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Page column 10, (2008/06/13)
Described are (alkyl,bromo)phenoxy alkyl(meth)acrylate monomers and polymers made therefrom.
Amines substituted with a dihydro-benzofuranyl or with a dihydro-isobenzofuranyl group, an aryl or heteroaryl group and an alkyl group, having retinoid-like biological activity
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, (2008/06/13)
Compounds of Formula 1 and of Formula 2 where the symbols have the meaning defined in the specification, have retinoid-like biological activity.
A 13C NMR Study of the 1:1 Hydrogen Bond between Trifluoroacetic Acid and Aromatic Ethers in Deuteriochloroform
Schuster, Ingeborg I.
, p. 624 - 631 (2007/10/02)
From the measured values of the equilibrium constants and 13C NMR shift changes for 1:1 hydrogen bonding of trifluoroacetic acid with 2-alkyl- and 2,6-dialkylanisoles and 7-alkyl-2,3-dihydrobenzofurans in deuteriochloroform, conclusions are drawn concerni
