Dimethylformamide → 3-[6-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-indol-1-yl]-propionic acid ethyl ester

Participants

Reaction Conditions

Reaction Steps

To 6-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-1H-indole (37 mg, 0.10 mmol, 1 eq.) was added dimethylformamide (1 mL), cesium carbonate (40 mg, 0.11 mmol, 1.1 eq.) and 3-bromo-propionic acid ethyl ester (0.014 mL, 0.11 mmol, 1.1 eq.). The reaction was stirred and heated at 90° C. for 17 hr. The reaction was diluted with dimethylsulfoxide, filtered, and purified by HPLC with a 50-100% acetonitrile in water gradient to yield 3-[6-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-indol-1-yl]-propionic acid ethyl ester as clear oil (33 mg, 73%). LC-MS (ES) calculated for C27H25F2NO4, 465.2; found m/z 466 [M+H]+.

Provenance & Evidence