http://rdf.ncbi.nlm.nih.gov/pubchem/patent/EP-0699672-B1

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filingDate 1995-08-30-04:00^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 1998-04-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_5ea6a7969865e2730745a1f4f613dbc5
http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_d59569b546900c44db9faa81fdc33d46
publicationDate 1998-04-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber EP-0699672-B1
titleOfInvention Process for preparing benzoic acid derivative intermediates and benzothiophene pharmaceutical agents
abstract The present invention provides a novel process for preparing novel compounds of formula I <CHEM> wherein R<1> and R<2> each are independently C1-C4 alkyl, or combine to form piperidinyl, pyrrolidinyl, methylpyrrolidinyl, dimethylpyrrolidinyl, morpholino, dimethylamino, diethylamino, or 1-hexamethyleneimino; and n is 2 or 3; or a pharmaceutically acceptable salt thereof, comprising a) reacting a haloalkyl amine of formula III <CHEM> wherein X is a halogen; and R<1>, R<2>, and n are as defined above, with a compound of formula IV <CHEM> wherein R is C1-C6 alkyl, in the presence of an alkyl acetate solvent and a base; b) extracting the reaction product of step a) with an aqueous acid; and c) cleaving the ester of the reaction product from step b) to form an acid. The present invention further provides a novel process for preparing compounds of formula V <CHEM> wherein R<1> and R<2> each are independently C1-C4 alkyl, or combine to form piperidinyl, pyrrolidino, methylpyrrolidino, dimethylpyrrolidinyl, morpholino, dimethylamino, diethylamino, or 1-hexamethyleneimino; R<3> and R<4> each are H or a hydroxy protecting group; and n is 2 or 3; or a pharmaceutically acceptable salt thereof, comprising a) reacting a haloalkyl amine of formula III <CHEM> wherein X is a halogen; and R<1>, R<2>, and n are as defined above, with a compound of formula IV <CHEM> wherein R is C1-C6 alkyl, in the presence of an alkyl acetate solvent and a base; b) extracting the reaction product from step a) with an aqueous acid; c) cleaving the ester of the reaction product from step b) to form an acid; d) reacting the extracted product from step c) with a compound of formula V <CHEM> wherein R<3> and R<4> are as defined above, or a pharmaceutically acceptable salt thereof; e) optionally removing the R<3> and R<4> hydroxy protecting groups of the reaction product form step d); and f) optionally forming a salt of the reaction product from either steps d) or step e).
priorityDate 1994-08-31-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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