Dimethylformamide → HCID 58986361, compound

Participants

Reaction Steps

To a solution of 1-benzyl-5-hydroxy-2-isopropyl-1H-indole-3-carboxylic acid, ethyl ester (Compound 1, 345 mg, 1.0 mmol) in DMF (2 ml) was added diisopropylethylamine (iPr2NEt, 1.7 ml, 10.0 mmol) and chloromethyl methyl ether (MOMCl, 0.38 ml, 5.0 mmol). The mixture was stirred at room temperature for 72 h, and concentrated under vacuum, and purified by flash chromatography on silica gel eluting with 10-20% EtOAc-hexanes to yield 1-benzyl-2-isopropyl-5-(methoxymethoxy)-1H-indole-3-carboxylic acid, ethyl ester (Compound 2) as a clear oil.

Provenance & Evidence