1-Fluoro-2,4,6-trimethylpyridinium Tetrafluoroborate (Fluorinating Reagent) → 1-cyclopropylmethyl-6-ethoxy-3-fluoro-2-(4-nitro-phenyl)-1H-indole

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Reaction Steps

To 1-cyclopropylmethyl-6-ethoxy-2-(4-nitro-phenyl)-1H-indole (600 mg, 1.79 mmol) in CH2Cl2 (4 mL) was added 1-fluoro-2,4,6-trimethyl pyridinium tetrafluoroborate (418 mg, 1.85 mmol). The reaction mixture was stirred at room temperature for 3 days and then diluted in CH2Cl2 and washed with aq. NaHCO3. The organic layer was dried, concentrated and purified by silica gel chromatography (1:1 CH2Cl2/hexane) to provide 1-cyclopropylmethyl-6-ethoxy-3-fluoro-2-(4-nitro-phenyl)-1H-indole (161 mg, 25%) as a yellow solid.

Provenance & Evidence