ES396473A1 - Isoindorinjudotaino seiho - Google Patents

Abstract

Procedure for the preparation of isoindoline derivatives of the general formula **(See formula)** where R is a member selected from the group consisting of hydrogen and lower alkyl of 1 to 4 carbon atoms, and R1 is a member selected from the group consisting of hydrogen, lower alkyl of 1 to 4 carbon atoms and a group of the general formula (see formula), where, n is 1 or 2 and R1 and R3 are independently selected from the group consisting of hydrogen and lower alkyl of 1 to 4 carbon atoms, and physiologically acceptable basic addition salts of compounds of the general formula (i) where R1 is hydrogen, as well as physiologically acceptable acid addition salts of compounds of the general formula where R1 is the group **(See formula)** a) react o-cyano-benzyl bromide **(See formula)** with a compound of the general formula **(See formula)** where X is a carbalkoxy or a cyano group or a carboxyl group, and R has the above significance, to form a compound of the general formula **(See formula)** where R and X have the above significance, which is subsequently reacted with appropriate bases or with appropriate acids, to give compounds of the general formula (I), where R1 is hydrogen and subsequently, if desired, esterify the compounds of the general formula (I), where it is hydrogen, thus obtained, or b) reacting phthalide **(See formula)** with a compound of the general formula (II), where X is a carbalkoxy group or a cyano group thus obtaining a compound of the formula **(See formula)** where X and R have the above significance, which, if desired, is subsequently reacted by saponification with appropriate bases or with appropriate acids, to give compounds of the general formula (I), where R1 is hydrogen, and subsequently, if desired, esterify the compounds of the general formula (I), where R1 is hydrogen thus obtained, or (c) react thiophthalide **(See formula)** with a compound of the formula (II) where X is a carbalkoxy group or a cyano group, thus obtaining a compound of the formula (IV) which, if desired, is subsequently reacted by saponification to give compounds of the general formula (I), where R1 is hydrogen, which, if desired, is esterified as described in process (a); or (d) react Italic aldehyde **(See formula)** with a compound of the formula (II), where X is a carbalkoxy group or a cyano group, thereby obtaining a compound of the formula (IV) which, if desired, is subsequently reacted by saponification to give compounds of the general formula (I), where R1 is hydrogen, which if desired is esterified as described in process (a); or (e) react italic anhydride **(See formula)** with a compound of the formula (II), where X is a carbalkoxy group or a cyano group, thus obtaining compounds of the formula **(See formula)** where X and R have the above significance, which is subsequently reduced with an appropriate reducing agent, to give a compound of formula (IV), which is subsequently, if desired, reacted by saponification to give compounds of general formula (I), where R1 is hydrogen, which, if desired, is esterified as described in process (a); or (f) reacting compounds of the general formula **(See formula)** where the groups R4 are both hydrogen, both methyl groups or both ethyl groups, with a compound of the formula (II), where X is a carbalkoxy group or a cyano group, thus obtaining a compound of the formula (V), where X and R have the above significance, which is subsequently reduced to give a compound of formula (IV), which is then, if desired, saponified to give compounds of general formula (I), wherein R1 is hydrogen, which, if desired, is esterified as described in process (a); and, if desired, the compounds of the general formula (I), where R1 is hydrogen, are reacted with an appropriate base to give a physiologically acceptable salt, or the compounds of the general formula (I) are reacted, where R1 is the group (see formula), with an appropriate acid to give a physiologically acceptable salt. (Machine-translation by Google Translate, not legally binding)