Bromoacetonitrile → 6-(4-(1-(Cyanomethyl)piperidin-4-yl)phenylamino)-4-(2,3-difluorobenzylamino)nicotinamide

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Reaction Steps

Compound 4-(2,3-difluorobenzylamino)-6-(4-(piperidin-4-yl)phenylamino)nicotinamide (Example 209) (85 mg, 0.18 mmol) was dissolved in 3 mL NMP with DIEA (95 μL, 0.54 mmol). To it was added bromoacetonitrile (36 μL, 0.54 mmol). The mixture was stirred at RT for 40 m and quenched with TFA. The mixture was subjected to reverse phase preparative HPLC to isolate the title compound (75 mg). MS found for C26H26F2N6O as (M+H)+ 477.4. UV: λ=256 nm. 1H NMR: (CD3OD) δ 8.17 (1H, s), 7.37 (2H, d, J=8.4 Hz), 7.25 (1H, m), 7.19-7.08 (4H, m), 5.82 (1H, s), 4.55 (2H, s), 4.43 (2H, s), 3.67 (2H, d, J=11.6 Hz), 3.23 (2H, t, J=12.0 Hz), 2.95 (1H, m), 2.19-2.03 (4H, m) ppm.

Provenance & Evidence