Methanol → HCID 86720157, compound

Participants

Reaction Conditions

Reaction Steps

Methanol (24 μL) is added to a flask charged with a stir bar, {(S)-6-[(R)-7-fluoro-4-(5-iodo-pyrid-2-yloxy)-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester (60 mg), CuI (1 mg), Cs2CO3 (52 mg), 2,3,7,8-tetramethyl-1,10-phenanthroline (2.5 mg) and toluene (2 mL) under Ar atmosphere at room temperature. The flask is sealed and heated to 120° C., and the mixture is stirred at this temperature overnight. After cooling to room temperature, 4 M aqueous NaOH solution (50 μL) is added and the mixture is stirred for 4 h. Water is added, and the resulting mixture is extracted with ethyl acetate. The combined extract is washed with brine, dried (Na2SO4) and concentrated. The residue is purified by HPLC (water/acetonitrile/trifluoroacetic acid) to give the title compound. LC (method 6): tR=1.06 min; Mass spectrum (ESI+): m/z=452 [M+H]+.

Provenance & Evidence