Patent ID: 7161009

Claim:
A process for preparing a compound of formula 1 or a salt thereof, wherein R 1 is a straight or branched C 1-12 alkyl optionally substituted with phenyl, or C 3-8 cycloalkyl radical wherein the phenyl radical is optionally substituted with a halo, nitro, hydroxy, C 1-4 alkyl, C 1-4 alkoxy, or COOH; R 2 and R 3 are each independently of each other hydrogen or an OH radical where at least one of R 2 and R 3 are —OH; R 5 is a or pyridyl radical substituted with at least one halogen radical and is optionally further substituted with —H, —OH, —SH, —NH 2 , —NHC 1-6 alkyl, —N(C 1-6 alkyl) 2 , —NHC 6-14 aryl, —N(C 6-14 aryl) 2 , —N(C 1-6 alkyl)(C 6-14 aryl), —NHCOR 6 , —NO 2 , —CN, —COOH, —(CO)R 6 , —(CS)R 6 , —F —Cl, —Br, —I, —O—C 1-6 alkyl, —O—C 6-14 aryl, —O(CO)R 6 , —S—C 1-6 alkyl, —S—C 6-14 , aryl, —SOR 6 , or —SO 2 R 6 —; and A is a bond, C═O, or a CHOH radical or a pharmaceutically acceptable salt thereof, which method comprises converting a compound of formula (I), wherein R 2 or R 3 or R 2 and R 3 are O—R 7 , into the compound of formula (I) by removing R 7 , wherein R 7 is a substituent that is a protecting group selected from the group consisting of alkyl and aralkyl Lewis acid to cleave the ether and remove R 7 , to yield the compound of formula (I), wherein said compound of formula (I) is selected from the group consisting of N-(3,5-dichloropyridin-4-yl)-2-(1-(4-fluorobenzyl)-5-hydroxyindol-3-yl)-2- hydroxyacetamide, N-(3,5-dichloropyridin-4-yl)-2-(1-(2,6-difluorobenzyl)-5-hydroxyindol-3-yl)-2-oxoacetamide, N-(3,5-dichloropyridin-4-yl)-2-(1-(3-nitrobenzyl)-5-hydroxyindol-3-yl)-2-oxoacetamide, N-(3,5-dichoropyridin-4-yl)-2-(1-propyl-5-hydroxyindol-3-yl)-2-oxoacetamide, N-(3,5-dichloropyridin-4-yl)-2-(1-isopropyl-5-hydroxyindol-3-yl)-2-oxoacetamide, N-(3,5-dichoropyridin-4-yl)-2-(1-cyclopentylmethyl-5-hydroxyindol-3-yl)-2-oxoacetamide, N-(3,5-dichloropyridin-4-yl)-2-(1-(4-fluorobenzyl)-6-hydroxyindol-3-yl)-2-oxoacetamide, N-(3,5-dichlopyridin-4-yl)-5-hydroxy-1-(4-methoxybenzyl)indole-3-carboxamide and N-(3,5-dichloropyridin-4-yl)-2-(1-(4-fluorobenzyl)-5-hydroxyindol-3-yl)-2-oxoacetamide.