Boron tribromide → 4-Hydroxy-1H-indole-2-carboxylic acid [1-(2-azepan-1-yl-ethyl)piperidin-4-yl]-amide

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Reaction Steps

The methoxy derivative from example 1 (100 mg, 0.25 mmol) is dissolved in 5 ml of DCM. A solution of BBr3 (1M in DCM, 2.5 ml, 2.5 mmol) is added and the mixture is stirred for 18 hours. It is then poured onto ice and washed with EtOAc (30 ml). The pH of the water layer is adjusted to 9 and extracted twice with EtOAc. The organic layers are combined washed with brine, dried over anhydrous sodium sulfate and evaporated.

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