HCID 86729592, compound → HCID 71515636, compound

Participants

Reaction Steps

A solution of 3-(5-(2-(benzyloxy)-1,1,1-trifluoropropan-2-yl)-1,3,4-oxadiazol-2-yl)-5,6-bis(trifluoromethyl)pyrazin-2-amine (Step 2) (50 mg, 0.100 mmol) in EtOH (3 ml) under N2 was charged with Pd/C (1.061 mg, 9.97 μmol) and placed under a positive pressure of H2 (0.35 bar) at RT overnight. The reaction mixture was filtered through Celite® (Filter Material) and washed through with ethanol (30 ml), followed by DCM (10 ml). The filtrate was concentrated in vacuo and the resulting crude product was purified by UV directed LC-MS eluting with MeCN/Water/0.1% TFA. The clean fractions were poured into EtOAc (50 ml) and washed with saturated NaHCO3 (50 ml), dried (MgSO4) and concentrated in vacuo to afford the title compound to give a pale orange solid. 1H NMR (400 MHz, DMSO-d6) δ 9.22 (1H, broad hump), 8.1 (1H, broad hump), 7.92 (1H, s), 1.4 (3H, s). 19F NMR (400 MHz, DMSO-d6) Peak 1 at −61 ppm, peak 2 at −64 ppm, peak 3 at −79.4 ppm.

Provenance & Evidence