C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/242.5
C07D 487/04 (2006.01) C07D 207/34 (2006.01)
Patent
CA 1038386
ABSTRACT OF THE DISCLOSURE This invention relates to a process for preparing a compound of formula Image I and pharmaceutically acceptable acid addition salts thereof, wherein R represents hydrogen, C1-4)alkyl, e.g. methyl, ethyl, propyl, isopropyl, butyl, isobutyl or tert-butyl, or nil; R1 represents hydrogen, phenyl, methyl substituted phenyl; R2 is selected from C1-4)alkyl as carbo (C1-3) alkoxy e.g. carbomethoxy, carbethoxy, carbopropoxy or carboisopropoxy, and carboxy; R7 represents hydrogen, (C1-4)alkyl or halo-substituted benzyl; D is a radical selected from the groups Image and Image whose carbon atoms are linked to the carbon atoms of the pyrrole nucleus, and wherein R3 represents (C1-4)alkyl or phenyl, and R4 represents hydrogen, (C1-4)alkyl or phenyl; the symbols -a- and -b- represent nil or an additional bond, though not simultaneously nil or an additional bond, with the proviso that, when D is selected from Image -a- is an additional bond, -b- represents nil, and R is hydrogen or (C1-4) alkyl with the further proviso that, when D represents the group Image , -a- and R represent nil and -b- is an additional bond which comprises contacting a compound of formula Image wherein R' is hydrogen or C1-4 alkyl, R1, R2 and R7 have the same meanings as above and R5 is selected from an alkoxy group from 1 to 3 carbon atoms, (C1-4)alkyl and phenyl, with a compound of formula R6 - N = C = O wherein R6 represents hydrogen, an alkali metal, (C1-4)alkyl or phenyl, and ring-enclosing the substituted urea derivative so formed; when a compound of formula I is required in which R2 is a carboxy group hydro- lyzing a corresponding compound in which R2 is a carbo alkoxy group and when a pharmaceutically acceptable acid addition salt is required reacting a base of formula I with an acid having a pharmaceutically acceptable anion. It also relates to the compounds prepared by this process which are of interest because they display excellent pharmacological properties, more particularly they are active as anti-inflammatories and as prostaglandin synthetase inhibitors.
222574
Panzone Gianbattista
Tarzia Giorgio
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