Methods of forming 4-chloro-2-fluoro-3-substituted-phenylboronic acid pinacol esters and methods of using the same
The disclosure relates to a method of using 4-chloro-2-fluoro-3-substituted-phenylboronic acid pinacol ester comprise reacting the ester with a Suzuki's coupling reactant in a medium consisting essentially of a palladium catalyst, a ligand, a base and at least one solvent to produce 6 (4-chloro...
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Format | Patent |
Language | English |
Published |
29.07.2016
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Abstract | The disclosure relates to a method of using 4-chloro-2-fluoro-3-substituted-phenylboronic acid pinacol ester comprise reacting the ester with a Suzuki's coupling reactant in a medium consisting essentially of a palladium catalyst, a ligand, a base and at least one solvent to produce 6 (4-chloro-2-fluoro-3-substituted phenyl) 4 aminopicolinates. The disclosure also relates to a method of forming a 4-chloro-2-fluoro-3-substituted-phenylboronic acid pinacol ester, comprising: contacting a 1-chloro-3-fluoro-2-substituted benzene with an alkyl lithium to form a lithiated 1-chloro-3-fluoro-2-substituted benzene; contacting the lithiated 1-chloro-3-fluoro-2-substituted benzene with an electrophilic boronic acid derivative to form a 4-chloro-2-fluoro-3-substituted-phenylboronate; reacting the 4-chloro-2-fluoro-3-substituted-phenylboronate with an aqueous base to form a (4-chloro-2-fluoro-3-substituted-phenyl)trihydroxyborate; reacting the (4-chloro-2-fluoro-3-substituted-phenyl)trihydroxyborate with an acid to form a 4-chloro-2-fluoro-3-substituted-phenylboronic acid; and reacting the 4-chloro-2-fluoro-3-substituted-phenylboronic acid with 2,3-dimethyl-2,3-butanediol. |
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AbstractList | The disclosure relates to a method of using 4-chloro-2-fluoro-3-substituted-phenylboronic acid pinacol ester comprise reacting the ester with a Suzuki's coupling reactant in a medium consisting essentially of a palladium catalyst, a ligand, a base and at least one solvent to produce 6 (4-chloro-2-fluoro-3-substituted phenyl) 4 aminopicolinates. The disclosure also relates to a method of forming a 4-chloro-2-fluoro-3-substituted-phenylboronic acid pinacol ester, comprising: contacting a 1-chloro-3-fluoro-2-substituted benzene with an alkyl lithium to form a lithiated 1-chloro-3-fluoro-2-substituted benzene; contacting the lithiated 1-chloro-3-fluoro-2-substituted benzene with an electrophilic boronic acid derivative to form a 4-chloro-2-fluoro-3-substituted-phenylboronate; reacting the 4-chloro-2-fluoro-3-substituted-phenylboronate with an aqueous base to form a (4-chloro-2-fluoro-3-substituted-phenyl)trihydroxyborate; reacting the (4-chloro-2-fluoro-3-substituted-phenyl)trihydroxyborate with an acid to form a 4-chloro-2-fluoro-3-substituted-phenylboronic acid; and reacting the 4-chloro-2-fluoro-3-substituted-phenylboronic acid with 2,3-dimethyl-2,3-butanediol. |
Author | OPPENHEIMER JOSSIAN |
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Snippet | The disclosure relates to a method of using 4-chloro-2-fluoro-3-substituted-phenylboronic acid pinacol ester comprise reacting the ester with a Suzuki's... |
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Title | Methods of forming 4-chloro-2-fluoro-3-substituted-phenylboronic acid pinacol esters and methods of using the same |
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