Trifluoroacetic acid → HCID 86599484, compound

Participants

Reaction Conditions

Reaction Steps

The ester from Step 1 was dissolved in 0.3 mL HCl in THF/H2O=1/1. The mixture was stirred at r.t for 2 days. Additional 2 mL TFA was added to above solution and the solution was stirred for 2 days. LCMS indicated that there was less than 10% product. The mixture was heated at 50° C. for 4 hrs. After purification, the combined deBoc-ester was redissolved in THF/MeOH=2/1 and NaOH (2.5 N, 2.5 eq). The mixture was stirred at r.t overnight. The mixture was purified by RPHPLC to give the title compound as an amorphous solid: ESHRMS m/z 350.0994 (M+H, C18H15O3F3N, Calc'd 350.0999). 1H NMR (acetone-d6/300 MHz) 7.38 (m, 3H), 7.11 (d, 1H, J=8.4 Hz), 7.00 (d, 1H, J=8.1 Hz), 6.93 (s, 1H), 6.71 (d, 1H, J=8.1 Hz), 5.78 (q, 1H, J=7.2 Hz), 4.04 (s, 2H).

Provenance & Evidence