2-hydroxymethyl-pyrazine derivatives and process for their...

C - Chemistry – Metallurgy – 07 – D

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C07D 241/10 (2006.01) C07D 241/12 (2006.01) C07D 241/16 (2006.01) C07D 241/18 (2006.01) C07D 241/20 (2006.01) C07D 241/24 (2006.01) C07D 241/52 (2006.01)

Patent

CA 1146171

ABSTRACT This invention relates to a process for the preparation of a compound conforming to the formula (I): Image (I) and pharmaceutically acceptable salts thereof, wherein n is zero or one, the groups R1, R2 and R3, which are the same or different, each represent hydrogen or halogen atoms or C1-6 alkyl, C1-6 alkoxy, hydroxy, mercapto, amino or C2-6 acylamino, R4 is hydrogen or the radical Image wherein R5 is C2-6 alkyl, C2-6 alkenyl, C3-8 cycloalkyl unsubstituted or substituted by one or more substituents selected from the group consisting of C1-6 alkyl, C1-6 alkoxy, halogen, hydroxy and amino; with the provision that: (a) when n is zero; and R1= R2= R3= hydrogen or R1= R2= R3= methyl or R1= R3= hydrogen and R2= methyl or R1= R2= hydrogen and R3= methyl, R4 is different from hydrogen; and (b) when n is one, R1 = R2= R3= methyl, R4 is different from hydrogen, which comprises reducing a compound of the formula (II):- Image (II) wherein n, R1, R2 and R3 are as defined above and X represents a free, salified or esterified carboxyl group, to produce a compound of formula (I) wherein R4 is hydrogen, and where a compound of formula (I) is required in which R4 is an acyl group as defined above, acylating the compound so ob- tained in which R4 is hydrogen with an acid of the formula III R5-COOH (III) wherein R5 is as defined above, or with an acylating derivative thereof, and where a compound of formula (I) may be converted into a corresponding pharmaceutically acceptable salt thereof. It also relates to the products of this process which are useful because they exhibit an elevated lipid- lowering activity, in particular anti-lipolytic and further, triglyceride and cholesterol lowering activity.

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