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US 9,000,205 B2Granted
Process for the preparation of 2-cyanophenylboronic acid and esters thereof
AssigneeF.I.S. Fabbrica Italiana Sintetici S.p.A.
InventorsFrancesco Fontana, Emiliano Rossi, Christian De Filippo
Life of this patent
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Abstract
The present invention relates to a process for the synthesis of 2-cyanophenylboronic acid and the esters and salts thereof of formula (II), which are intermediates of the synthesis of active pharmaceutical ingredients such as Perampanel or E2040. formula (II): (II).
Claims21
Process for the preparation of an ester of 2-cyanophenylboronic acid of formula (II):
- wherein R1 and R2 are independently linear or branched C1-C6 alkyl groups or are joined to form a cycle containing between 1 and 6 possibly substituted carbon atoms, comprising:
- (a) converting a 2-halogenbenzonitrile of formula (IV):
- wherein X is selected from the group consisting of chlorine, bromide and iodine, in a 2-cyanophenyl magnesium halide lithium chloride complex of formula (III):
- wherein X′ is selected from the group consisting of chlorine, bromine and iodine;
- and
- (b) converting the compound obtained in step (a) to give the compound of formula (II).
3 more elements
Process for the preparation of 2-Cyanophenylboronic acid of formula (I) or a salt thereof:
- comprising the extraction of an organic solution of the compound of formula (I) with an aqueous solution at pH greater than 9 comprising an organic or inorganic base, wherein the organic or inorganic salt of 2-cyanophenylboronic acid of formula (I) thus generated is then to be found.
Organic or inorganic salt of the cyanophenylboronic acid of formula (I):
Dependencies are inferred from the claim text.