Hydrochloric Acid → HCID 69590512, compound

Participants

Reaction Steps

1-(Ethoxycarbonylmethyl)indole-2-carboxylic acid (2 g) obtained by reacting 1H-indol-2-carboxylic acid with potassium carbonate and bromoethyl acetate in dimethylformamide, 5-amino-2-neopentyloxybenzonitrile (1.6 g), triethylamine (2.4 g) and diethyl cyanophosphate (2 g) were added to dimethylformamide solution (20 ml) and the mixture was stirred at room temperature for 1 hr. Then the reaction mixture was treated with diluted hydrochloric acid and the organic layer was extracted with ethyl acetate. The extract solution was washed with aqueous sodium hydrogencarbonate solution and saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated. Methanol was added to the residue to allow crystallization and the crystals were recrystallized from water-containing methanol to give the title compound (2.3 g). melting point: 169-170° C.

Provenance & Evidence