3-(Trifluoromethyl)phenol → HCID 10339004, compound

Participants

Reaction Steps

(TMAD; 129 mg, 0.75 mmol) was added to a mixture of 2-[3-(4-tert-butoxycarbonyl-1-piperazinyl)-pyrazinyloxy]ethanol (200 mg, 0.62 mmol), triphenylphosphine (323 mg, 1.23 mmol), 3-hydroxybenzotrifluoride (199 mg, 1.23 mmol) in THF (1.5 mL). After being stirred at room temperature for 1 h, the reaction mixture was concentrated in vacuo and the residue was purified by chromatography on silica gel using toluene/EtOAc (7:3) as eluent. The product-containing fractions were concentrated and the resulting N-t-BOC derivative was treated with dichloromethane/TFA/H2O (50:45:5) for 30 min with stirring. The mixture was concentrated in a speed vac overnight and the residue purified by chromatography on silica gel using CHCl3/MeOH (9:1) as eluent to afford 109 mg (49%) of the title compound. HRMS m/z calcd for C17H19F3N4O2 (M)+ 368.1460, found 368.1465.

Provenance & Evidence