Trimethylsilyldiazomethane → methyl 2-(3-((6-(3-fluorophenyl)-2,3-dihydro-1H-inden-1-yl)amino)phenoxy)acetate

Participants

Reaction Steps

A 2 M solution of (diazomethyl)trimethylsilane in THF (0.20 mL, 0.40 mmol) was added to a solution of 2-(3-((6-(3-fluorophenyl)-2,3-dihydro-1H-inden-1-yl)amino)phenoxy)acetic acid (159 mg, 0.421 mmol) in THF (5 mL) at 0° C. in a 50 mL round bottom flask. The mixture was allowed to stir for 2 hours at room temperature. The resulting mixture was concentrated in vacuo and the resulting crude residue was purified on a Teledyne-Isco combiflash machine (12 g column, hexanes→100% ethyl acetate/hexanes, gradient), to afford 135 mg (82%) of methyl 2-(3-((6-(3-fluorophenyl)-2,3-dihydro-1H-inden-1-yl)amino)phenoxy)acetate.

Provenance & Evidence