Cesium carbonate → 6-(4-(Dimethylcarbamoyl)phenylamino)-4-(3-(pyridine-4-yl)benzylamino)nicotinamide

Participants

Reaction Conditions

Reaction Steps

To a mixture of 6-chloro-4-(3-(pyridine-4-yl)benzylamino)nicotinamide (56 mg, 0.1 mmol) in p-Dioxane (2 mL) was added 4-amino-N,N-dimethylbenzamide (41 mg, 0.244 mmol), Pd(OAc)2 (7.5 mg, 0.033 mmol), BINAP (21 mg, 0.033 mmol) and Cs2CO3 (162 mg, 0.498 mmol). After stirred at 80° C. for 15 h, it was concentrated and purified by preparative HPLC to give 6-(4-(dimethylcarbamoyl)phenylamino)-4-(3-(pyridine-4-yl)benzylamino)nicotinamide. MS found for C27H26N6O2 as (M+H)+ 467.3. UV: λ=217.6, 272.7, 294.9 nm. 1H NMR: (CD3OD) δ 8.78 (dd, J=5.2, 1.2 Hz, 2H), 8.22 (s, 1H), 8.14 (dd, J=5.6, 1.2 Hz, 2H), 7.89 (bd, J=3.6 Hz, 1H), 7.85 (bs, 1H), 7.63 (t, J=3.6 Hz, 1H), 7.54 (d, J=7.2 Hz, 1H), 7.37 (d, J=9.2 Hz, 2H), 7.15 (d, J=8.4 Hz, 2H), 6.02 (s, 1H), 4.65 (s, 2H), 3.09 (s, 3H), 2.97 (s, 3H) ppm.

Provenance & Evidence