Ammonia → 3-(Piperidin-4-ylmethoxy)-4-(2,2,2-trifluoroethoxy)-1,2-benzisoxazole

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Reaction Steps

To a stirred mixture of tert-butyl 4-({[4-(2,2,2-trifluoroethoxy)-1,2-benzisoxazol-3-yl]oxy}methyl)-piperidine-1-carboxylate (3.0 g, 6.96 mmol, EXAMPLE 2, Step 1) in 10% hydrogen chloride in methanol (100 mL) was added hydrochloric acid (3.0 mL) at ambient temperature. After being stirred at room temperature for 2 h, the mixture was concentrated in vacuo to give a solid. The residual solid was dissolved with water and dichloromethane. Sat. aq. ammonia was added to the mixture and extracted with dichloromethane (100 mL×3). The extracts were combined and dried over sodium sulfate and concentrated in vacuo to give 2.31 g (quant.) of the title compound as a white solid.

Provenance & Evidence