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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D215-42
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filingDate 1961-05-26-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1964-04-22-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-956254-A
titleOfInvention Process for preparing 4-substituted quinolines and quinazolines
abstract The invention comprises compounds of the formula: <FORM:0956254/C2/1> (wherein W is hydrogen, methyl or alkoxy; X is hydrogen, halogen, methyl or alkoxy; Y is hydrogen or halogen; Z is oxygen, imino or methylimine; Q is nitrogen, methanyl or methyl-methanyl; R1 is alkyl, phenyl-alkyl, alkenyl or hydroxy-alkyl; R2 is hydrogen, hydroxy, methoxy, chlorine, methyl or mercapto; and R is hydrogen, hydroxy, methoxy or methyl, the alkyl residues in all these groups containing at most 4 carbon atoms) and their pharmacalogically acceptable acid-addition salts; and their preparation by reacting a 3-pyrrolidyl-methyl-amine or an alkali metal 3-pyrrolidylmethoxide bearing a suitable alkyl, alkenyl, hydroxy-alkyl or phenyl-alkyl substituent or a di(lower aliphatic hydrocarbon) amino group on the ring nitrogen atom with a suitably substituted quinoline or quinazoline which bears a replaceable substituent in the 4-position, and when the product is an N-di(lower aliphatic hydrocarbon) amino compound, reacting it with hydrogen in the presence of a hydrogenation catalyst. Suitable replaceable substituents are chlorine, mercapto and phenoxy. The process of hydrogenolysis is illustrated by the equation: <FORM:0956254/C2/2> certain X, Y and R2 substituents also being removed. In a similar alternative process, the pyrrolidine nitrogen atom carries a benzyl group which is similarly removed by hydrogenolysis. Examples are given. The quinolines and quinazolines of the invention, which are stated to have vasodilating, bronchodilating, anti-amoebic and anti-inflammatory properties, may be made up into pharmaceutical compositions with suitable carriers. These may take the form of tablets, capsules, elixirs, powders, solutions or suspensions. Specifications 799,030, 956,253 and 956,255 are referred to.
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priorityDate 1960-06-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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