ES387878A1 - A PROCEDURE FOR BENZODIAZEPINE DERIVATIVES AND SALTS THEREOF. - Google Patents

Abstract

A procedure for preparing benzodiazepine derivatives and salts thereof represented by the formula **(See formula)** where R1 is a hydrogen atom, a halogen atom, a nitro group, a cyano group, a lower alkoxy group or a trifluoromethyl group; R2 is a pyridyl group, or a group of the formula (see formula) (where R5 and R6 individually represent a hydrogen atom, a halogen atom, a C1-C2 lower alcohol group or a trifluoromethyl group); R3 is a hydrogen atom or a C1-C4 lower alcohol group; R4 is a C1-C4 lower alcohol group, a C3-C6 cycloalkyl group, a C3-C6 cycloalkoxy-C1-C4 alcohol group, an aryl group, or an aralkoyl group, and m is 1 or 2; and n is an integer from 1 to 4, comprising; (a) reacting a 1-unsubstituted benzodiazepine derivative or a salt thereof, having the formula (II), **(See formula)** where R1, R2 and R3 have the same meanings as defined above, with a reactive ester of a compound of formula (III), HO-CnH2n S (O) m - R4 (III) where R4, m and n have the same meanings as defined above, (b) reacting an aminophenylketone derivative having the formula (IV), **(See formula)** where R1, R2, R4 m and n have the same meanings as defined above, with a 2,5-oxazolidinedione having the formula (V), **(See formula)** where R3 is as defined above, (c) reacting a 2-aminomethylindole derivative, or a salt thereof, having the formula (VI), **(See formula)** where R1, R2, R4 and n have the same meanings as defined above and 1 is 0.1 or 2, with an oxidizing agent, d) when R2 is a group of the formula (see formula) (where R5 and R6 have the same meanings as defined above), R3 is a hydrogen atom and n is an integer 2 or 3, contacting a benzodiazepine derivative, or a salt thereof, which has the formula **(See formula)** where R1, R4, R5 and R6 have the same meanings as defined in Claim 1, n is 2 or 3 and p is 0 or 1 with an oxidizing agent; or (e) when R2 is a group of the formula (see formula) (where R5 and have the same meanings as before), H3 is a hydrogen atom and n is 2 or 3, treating a compound having the formula, **(See formula)** where R1, R4, R5, R6 and m have the same meanings as defined above, and n is 2 or 3 and Z represents a nitrogen protecting system comprising at least one easily separable group, in order to separate the Z system. (Machine-translation by Google Translate, not legally binding)