Potassium Carbonate → HCID 66850507, compound

Participants

Reaction Steps

0.42 ml (3.44 mmol) of 3-fluorobenzyl bromide is added, slowly at ambient temperature, to a suspension of 0.75 g (2.87 mmol) of ethyl 7-trimethylsilyl-1H-indole-2-carboxylate, obtained according to the protocol described in stage 5.1, and of 1.18 g (8.61 mmol) of potassium carbonate in 50 ml of dry acetonitrile, maintained under an inert atmosphere. The reaction mixture is stirred at reflux for 18 h. After this period of time, the cooled suspension is filtered through a frit and then rinsed with acetonitrile. The reaction crude obtained after evaporation of the filtrate under reduced pressure is purified by flash chromatography on a silica gel column, elution being carried out with a gradient of 10 to 50% of dichloromethane in heptane. 0.67 g of the expected ethyl 7-trimethylsilyl-1-[(3-fluorophenyl)methyl]-1H-indole-2-carboxylate is thus isolated.

Provenance & Evidence