Cesium carbonate → 6-(4-(Dimethylcarbamoyl)phenylamino)-4-(3-(pyridine-2-yl)benzylamino)nicotinamide

Participants

Reaction Conditions

Reaction Steps

To a mixture of 6-chloro-4-(3-(pyridine-2-yl)benzylamino)nicotinamide (82 mg, 0.24 mmol) in p-Dioxane (2.5 mL) was added 4-amino-N,N-dimethylbenzamide (51 mg, 0.31 mmol), Pd(OAc)2 (11 mg, 0.05 mmol), BINAP (30 mg, 0.05 mmol) and Cs2CO3 (234 mg, 0.72 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-2-yl)benzylamino)nicotinamide. MS found for C27H26N6O2 as (M+H)+ 467.4. UV: λ=259.2, 301.6 nm. 1H NMR: (CD3OD) δ 8.75 (dd, J=11.2, 5.2 Hz, 1H), 8.34 (m, 1H), 8.23 (d, J=5.6 Hz, 1H), 8.14 (m, 1H), 7.92 (m, 2H), 7.81-7.73 (m, 1H), 7.64 (m, 1H), 7.54 (m, 1H), 7.36 (dd, J=8.4, 2.8 Hz, 2H), 7.13 (dd, J=8.4, 2.8 Hz, 2H), 6.02 (d, J=1.6 Hz, 1H), 4.65 (d, J=2.0 Hz, 2H), 3.08 (s, 3H), 2.97 (s, 3H) ppm.

Provenance & Evidence