Diisopropylethylamine → HCID 66631894, compound

Participants

Reaction Steps

To a mixture of (4-(aminomethyl)piperidin-1-yl)(2-fluoropyridin-4-yl)methanone 93-4 (47 mg, 0.20 mmol), 6-(3-fluorophenyl)nicotinic acid 93-5 (43 mg, 0.20 mmol) and HATU (76 mg, 0.20 mmol) in DMF (1 mL) was added DIEA (0.16 mL, 0.50 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-41-(2-fluoroisonicotinoyl)piperidin-4-yl)methyl)-6-(3-fluorophenyl)nicotinamide 93 as a white powder. MS m/z 437.20 (M+1); 1H NMR 400 MHz (DMSO-d6) δ 9.14 (d, 1H, J=1.6 Hz), 8.83 (t, 1H, J=6.0 Hz), 8.39-8.33 (m, 2H), 8.20 (d, 1H, J=8.4 Hz), 8.07-8.00 (m, 2H), 7.65-7.59 (m, 1H), 7.42-7.37 (m, 2H), 7.30 (m, 1H), 4.52 (d, 1H, J=13.2 Hz), 3.45-3.27 (m, 3H), 3.12-3.06 (m, 1H), 2.88-2.84 (m, 1H), 1.94-1.86 (m, 2H), 1.70 (d, 1H, J=12.8 Hz), 1.29-1.22 (m, 2H).

Provenance & Evidence