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filingDate 2011-05-17-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_6ca232c66311031750d5290127f5260c
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publicationDate 2015-01-30-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber NZ-603672-A
titleOfInvention Process for preparing pyrimidinone compounds
abstract Disclosed is a process for making a thio-substituted cyclopenta[d]pyrimidine compound of formula (I). The process comprising the steps of: (a) treating a C(1-4)alkyl 2-oxocyclopentanecarboxylate with an alkali metal salt of glycine to form a compound of formula (A) (b) cyclising a compound of said formula (A) to form the hexahydro-1H-cyclopenta[d]pyrimidin-1-yl)acetic acid of formula (B) by treating a compound of said formula (A) with either: (i) a thiocyanate salt and (B) a) a haloalkylsilane and a proton source, with heating, or b) an anhydrous acid, with heating; or (ii) trimethylsilylisothiocyanate, with heating; (c) forming a thio-4-oxo-4,5,6,7-tetrahydro-lH-cyciopenta[d]pyrimidin-l-yl)acetic acid of formula (C) by treating a compound of said formula (B) with a thio-alkylating reagent which is a benzyl derivative of formula (D) (d) treating an aldehyde of formula (E) with an amine, a heavy metal catalyst and hydrogen to form a secondary amine of formula (F) (e) forming a compound of formula (I) by treating a compound of said formula (C) with carbonyldiimidazole and the secondary amine of formula (F) and heating the mixture. An example of a compound of formula (I) is: N-[2-(diethylamino)ethyl]-2-(2-{ [(4-fluorophenyl)methyl]thio} -4-oxo-4,5,6,7-tetrahydro-1H-cyciopenta[d]pyrimidin-1-yl)-N-{ [4’-(trifluoromethyl)-4-biphenylyl]methyl} acetamide.
priorityDate 2010-05-17-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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