Hydrochloric Acid → Hydrochloric Acid

Participants

Reaction Steps

Compound 4-(2-fluorobenzylamino)-6-(4-(piperidin-4-yl)phenylamino)nicotinamide (Example 106) HCl salt (100 mg, 0.2 mmol) was stirred in 5 mL NMP. To the solution were added DIEA (0.35 mL, 2.0 mmol), cyanoacetic acid (85 mg, 1.0 mmol) and BOP (379 mg, 1.0 mmol). The mixture was stirred at RT for 3 h and quenched with TFA. The mixture was concentrated in vacuo and subjected to reverse phase prep HPLC to isolate the title compound as HCl salt. UV=259 nm. M+H found for C27H27FN6O2: 487.5. NMR (CD3OD): 8.03 (1H, s), 7.27 (1H, m), 7.24 (2H, d, J=8.4 Hz), 7.19 (1H, m), 7.09 (1H, m), 7.07-7.00 (3H, m), 5.78 (1H, s), 4.56 (1H, m), 4.41 (2H, s), 3.88 (1H, d, J=18.8 Hz), 3.83 (1H, m), 3.78 (1H, d, J=18.4 Hz), 3.17 (1H, m), 2.80 (1H, m), 2.72 (1H, m), 1.83 (2H, m), 1.61 (2H, m) ppm.

Provenance & Evidence