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Method for the production of phenyl substituted heterocyclic derivatives by coupling method means using a palladium compound
专利权人:
Teijin Pharma Limited
发明人:
KOMIYAMA, Masato
申请号:
ES11820025
公开号:
ES2589977T3
申请日:
2011.08.26
申请国别(地区):
ES
年份:
2016
代理人:
摘要:
A production method comprising reacting a compound represented by the following formula (1) ** Formula ** in which in formula (1) R1 represents a hydrogen atom or halogen atom; R2 represents a hydrogen atom, a cyano group, a nitro group, a halogen atom, a formyl group or a halomethyl group; A represents a hydrogen atom, a C1 to C8 alkyl group, a C3 to C6 cycloalkyl group, a phenyl group, a fluorine atom (only when X is a bond), or a protecting group for a hydroxyl group (only when X is a oxygen atom), A may be substituted with 1 to 3 substituents, such substituents include a group selected from the group consisting of a halogen atom, a C1 to C4 alkyl group, a C1 to C4 alkoxy group, a C1 to alkylthio group C4, a C3 to C6 cycloalkyl group, a phenyl group, a phenoxy group and a pyridyl group; X represents a bond (only when A is a phenyl group or a fluorine atom), or an oxygen atom; and Y represents a leaving group), and a compound represented by the following formula (2) ** Formula ** in which in formula (2) H represents a hydrogen atom; R3 represents -COOR3a or -COR3b; R3a represents a hydrogen atom, a C1 to C4 alkyl group or an ester-like protecting group of a carboxyl group; R3b represents an amide-like protecting group for a carboxyl group, the protecting group forming an amide with a neighboring carbonyl group; and R4 represents a hydrogen atom, a halogen atom or C1 to C4 alkyl; in the presence of (i) a palladium compound, (ii) a ligand capable of coordinating with the palladium compound or a salt thereof, (iii) a base, (iv) a C1 to C40 carboxylic acid or a salt thereof (v) at least one additive selected from the group consisting of copper, silver, and salts thereof, and complexes thereof; to produce a phenyl substituted heterocyclic derivative represented by the following formula (3) ** Formula ** in which in formula (3), the definition of A, X, R1 and R2 is the same as defined in the formula (1), and that of R3 and R4 is the same as in formula (2).Un método de p
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