1,2-Dichloroethane → HCID 178522672, compound

Participants

Reaction Steps

To a solution of the intermediate from example 1 step D (0.39 g, 1.0 mmol) in DMF (2 mL) was added 4-trifluromethoxy aniline (83 μL, 0.615 mmol), HOAt (0.2 g, 1.5 mmol), DIEA (0.52 mL, 3.0 mmol) and EDC (0.29 g, 1.5 mmol). The resulting solution was stirred at room temperature for 48 hours. The reaction was diluted with ethyl acetate and washed with 1N HCl, saturated NaHCO3, and saturated NaCl. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The residue was purified on Biotage Quad 3 system using 30% ethyl acetate-hexanes to give the title compound. 1H NMR (CDCl3, 500 MHz): 8.03 (d, J=8.3 Hz, 2H), 7.72 (s, 1H), 7.64 (d, J=8.9 Hz, 2H), 7.49 (t, J=6.9 Hz, 2H), 7.43 (d, J=8.2 Hz, 2H), 7.29 (d, J=8.7 Hz, 2H), 6.96 (s, 1H), 5.91 (s, 2H), 3.93 (s, 3H). LC-MS: 4.32 min; (M+H)=550.1.

Provenance & Evidence