2-AMINO-7-(1-SUBSTITUTED-2-HYDROXYETHYL)-3,5-DIHYDRO-PYRROLO 3,2-D PYRIMIDIN-4-ONES

• Main Authors: MUGRAGE, BENJAMIN, BIRO, VAN DUZER, JOHN, HENRY, MCQUIRE, LESLIE, WIGHTON
• Format: Patent
• Language: English; French; German
• Published: 22.03.2000
• Edition: 7
• Subjects: CHEMISTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS

The compounds of formula I wherein Ar represents biaryl, carbocyclic or heterocyclic aryl, are prepared, as substantially pure enantiomers, by (a) condensing a compound of the formula as a substantially pure enantiomer, wherein Ar has meaning as defined above and R6 is on O-protecting group with a lower alkyl ester of formic acid; (b) then condensing the compound so obtained with a compound of the formula wherein R8 is hydrogen or COOR3and R3 is lower alkyl; (c) then cyclizing the compound so obtained to a compound of the formula as a substantially pure enantiomer; (d) and then condensing the compound so obtained (1) with a carbocyclic aroyl isothiocyanate and treatment of the product so obtained with an alkyl halide followed by anhydrous ammonia; or (2) with cyanamide in acid, optionally followed by treatment with a base.