Hydrochloric Acid → HCID 46865661, compound

Participants

Reaction Conditions

Reaction Steps

The acid, 3-((1H-indol-6-yl)methyl)benzoic acid, 20 mg, was dissolved in 4 ml DMSO, and 18 mg 3-iodoanisole, 12 mg potassium hydroxide and 5 mg Cu2O catalyst were added. The mixture was protected by N2 and stirred for 24 hours at 135° C. After cooling to room temperature, 1 ml 25% NaOH in H2O was added, The mixture was stirred for 3 hours at room temperature, then adjusted to pH 3.0 using 2M HCl. The solution was extracted with CH2Cl2, 3×15 ml. The organic solvent was combined and dried with Na2SO4, then evaporated to dryness. The final product was purified by HPLC using acetonitrile/H2O as eluent. The acetonitrile was removed from the eluent, the eluent frozen and lyophilized. After lyophilization, 5.0 mg of the target compound was obtained as a grey powder.

Provenance & Evidence