Trifluoroacetic acid → HCID 12016228, compound

Participants

Reaction Steps

To a stirred solution of unpurified (1S,4S)-2-(5-(4-methoxyphenoxy)-3-pyridyl)-5-tert-butoxycarbonyl)-2,5-diazabicyclo[2.2.1]heptane (0.37 g) in anisole (3.0 mL) at 0-5° C. under a nitrogen atmosphere, trifluoroacetic acid (2.0 mL) was added dropwise over a 10 min. period. After 0.5 h at 0-5° C. the solution was adjusted to pH 5 using 10% NaOH, followed by extraction with diethyl ether (1×10 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 yellow oil (0.26 g). The material was used without further purification.

Provenance & Evidence