Diisopropylethylamine → N-((3-Methyl-2'-(trifluoromethyl)-2,4'-bipyridin-5-yl)methyl)-5-(pyrazin-2-yl)picolinamide

Participants

Reaction Steps

To a mixture of (2′-(trifluoromethyl)-2,4′-bipyridin-5-yl)methanamine 48-1 (27 mg, 0.10 mmol), 5-(pyrazin-2-yl)picolinic acid 41-4 (21 mg, 0.10 mmol) and HATU (38 mg, 0.10 mmol) in DMF (0.6 mL) was added DIEA (0.05 mL, 0.30 mmol). The mixture was stirred at room temperature for 2 hours. The solvent was removed by rotary evaporation. The crude product was purified by reverse phase HPLC to give N-((3-methyl-2′-(trifluoromethyl)-2,4′-bipyridin-5-yl)methyl)-5-(pyrazin-2-yl)picolinamide 55 as a white powder. MS m/z 451.20 (M+1); 1H NMR 400 MHz (DMSO-d6) δ 9.67 (t, 1H, J=6.0 Hz), 9.45 (d, 1H, J=1.2 Hz), 9.40 (d, 1H, J=0.8 Hz), 8.87-8.82 (m, 2H), 8.74-8.57 (m, 2H), 8.57 (m, 1H), 8.20 (d, 1H, J=8.4 Hz), 8.05 (m, 1H), 7.93 (dd, 1H, J1=9.6 Hz, J2=1.2 Hz), 7.77 (m, 1H), 4.59 (d, 2H, J=6.0 Hz), 2.38 (s, 3H).

Provenance & Evidence