3-Pyridinemethanamine → 6-Chloro-4-(pyridin-3-ylmethylamino)nicotinamide

Participants

Reaction Conditions

Reaction Steps

A mixture of 4,6-Dichloronicotinamide (28.1, 950 mg, 5 mmol), 3-picolylamine (756 mg, 7 mmol) and DIPEA (12 mmol) in NMP (5 mL) was stirred at 60° C. for 20 hrs. The reaction mixture was concentrated under an oil pump. The residue was washed with water and dried under an oil pump. The desired 6-chloro-4-(pyridin-3-ylmethylamino)nicotinamide (28.2, 1.085 g) was obtained. MS+: 263.1, UV: λ=220.9; 260.9 nm. 1H NMR: (CDCl3) δ8.96 (s, 1H), δ8.60 (s, 1H), δ8.57 (d, J=3.2 Hz, 1H), δ8.30 (s, 1H), δ7.64 (d, J=7.6 Hz, 1H), δ7.31 (dd, J1=7.6 Hz, J2=3.2 Hz, 1H), δ6.51 (s, 1H), δ5.80 (b, 2H), δ4.47 (s, 1H), 84.45 (s, 1H).

Provenance & Evidence