Trifluoroacetic acid → HCID 9882696, compound

Participants

Reaction Steps

To a stirred solution of (1S,4S)-5-(5-(3-methoxyphenoxy)-3-pyridyl)-2-tert-butoxycarbonyl)-2,5-diazabicyclo[2.2.1]heptane (0.62 g, 1.5 mmol) in anisole (3.5 mL) at 0-5° C. and under a nitrogen atmosphere, trifluoroacetic acid (2.5 mL) was added drop-wise over a 10 min period. After 0.5 h at 25° C., the solution was adjusted to pH 5 using 10% NaOH, followed by extraction with diethyl ether (1×15 mL) to remove the anisole. The aqueous portion was adjusted to pH 11 using 10% NaOH, followed by extraction with diethyl ether (3×25 mL). The combined diethyl ether extracts were dried (Na2SO4), filtered, and concentrated under vacuum to give a colorless oil (0.41 g, 82%).

Provenance & Evidence