Tetrabutylammonium Fluoride → HCID 86706461, compound

Participants

Reaction Steps

To a solution of (S)-tert-butyl-3-(7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yloxy)piperidine-1-carboxylate (0.1 g, 0.22 mmol) in THF (5 mL) was added TBAF (291 mg, 1.1 mmol) and the reaction mixture was refluxed for 5 h. The reaction mixture was cooled and was concentrated in vacuo to give a residue which was partitioned between EtOAc (25 mL) and water (25 mL). The EtOAc layer was separated and the water layer was extracted with EtOAc (3×25 mL). The combined organic layer was dried over Na2SO4 and evaporated in vacuo to give the crude compound which was purified by column chromatography (silica gel, gradient EtOAc in hexanes) to give (65 mg, 74%) the titled compound.

Provenance & Evidence