Compounds and methods for the inhibition of the expression of VCAM-1
View Patent ↗This invention is in the area of methods and compositions for the inhibition of the expression of VCAM-1 and, in particular, for the treatment of diseases mediated by VCAM-1, including cardiovascular and inflammatory diseases.
1. A process for the preparation of an ester of probucol, comprising reacting:
(i) reacting probucol with sodium hydride to generate a probucol phenoxide ion; and
(ii) reacting the probucol phenoxide ion with an acid chloride or an acid anhydride to form the ester of probucol.
2. The process of claim 1 , wherein the acid anhydride is succinic anhydride.
3. The process of claim 1 , wherein approximately two equivalents of sodium hydride to one equivalent of probucol are used to generate the probucol phenoxide ion.
4. The process of claim 1 , wherein approximately three equivalents of the acid chloride or acid anhydride are used to form the ester of probucol.
5. The process of claim 1 , further comprising quenching the ester of probucol with aqueous HCl.
6. The process of claim 1 , wherein the step (i) and (ii) are carried out in a solvent selected from the group consisting of DMF or THF.
7. The process of claim 1 , wherein the acid anhydride is glutaric anhydride.