Hydrochloric Acid → HCID 58056569, compound

Participants

Reaction Steps

The 3-{5-chloro-1-[5-(4-trifluoromethyl-phenyl)-pyridine-3-sulfonyl]-1H-indol-3-yl}-propionic acid methyl ester 13 (20 mg, 0.00038 mol) was dissolved in 4 mL mixture of tetrahydrofuran:1N LiOH (4:1) and stirred vigorously overnight. TLC (20% ethyl acetate hexane) indicated absence of starting material and a new spot. The reaction was acidified by adding 1N HCl (pH 0-1 by pH paper) and extracted with 12 mL of ethyl acetate, which was dried over MgSO4. A silica plate was carried out using 2% methanol/chloroform to isolate the desired compound. 1H NMR consistent with structure. MS(ESI) [M−H+]−=507.02 (calculated 508.90).

Provenance & Evidence