Potassium Carbonate → HCID 12083573, compound

Participants

Reaction Steps

A mixture of 2-butyl-1-methyl-1H-indole-3-carboxylic acid (5-bromo-6-hydroxy-naphthalen-2-ylmethyl)-methyl-amide (2.09 g, 4.36 mmol), prepared in the previous step, bromoacetonitrile (364 μL, 5.23 mmol) and potassium carbonate (3.01 g, 21.8 mmol) in 50 mL of DMF was stirred under nitrogen at room temperature for 16 h (overnight). The reaction was partitioned between ethyl acetate and water. The organic layer was separated, extracted multiple times with water, dried (MgSO4) and the solvent removed under reduced pressure to give 2-butyl-1-methyl-1H-indole-3-carboxylic acid (5-bromo-6-cyanomethoxy-naphthalen-2-ylmethyl)-methyl-amide (2.00 g, 88%) as a brown solid foam, MS m/z: 518 [M+H]+.

Provenance & Evidence