3-[N-Allyl-3-(4-chlorobenzyl)-6-(quinolin-2-ylmethoxy)-indol-2-yl]-2,2-dimethylpropanoic acid → 3-[N-(n-Propyl)-3-(4-chlorobenzyl)-6-(quinoline-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoic acid

Participants

Reaction Steps

A solution of methyl 3-[N-allyl-3-(4-chlorobenzyl)-6-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-dimethylpropanoate (Example 42, methyl ester) (190 mg) was hydrogenated in EtOAc (4 mL) in the presence of 5% Pd on charcoal at atmospheric pressure for 1 hour. Filtration on Celite pad and evaporation of liquors afforded the methyl ester of the title product. Hydrolysis of this ester under the conditions described in Step B of Example 1 provided the title compound. Anal. C, H, N for sodium salt·11/2H2O Calc. C 67.17; H 5.98; N 4.75 Found C 67.38; H 5.44; N 4.85.

Provenance & Evidence