HCID 67028741, compound → HCID 67029115, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 100 mg of 1-((2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)-4-methoxy-1H-pyrrol-2(5H)-one (0.251 mmol, 1 eq) in 1 mL of N,N-dimethylethane-1,2-diamine in a sealed tube, one drop of HCl was added. The solution was heated at 140° C., O/N. The mixture was then diluted with EtOAc, washed with an excess of NaHCO3 (aq, sat), dried on MgSO4, filtered and concentrated. The crude was purified on silica gel chromatography (MeOH:NH4OH (95:5)/EtOAc, 0 to 15%). The product was then washed with ether to give a white solid. (37 mg, 32%) m/e+=410 (M+H+). 1H-NMR (400 MHz, CDCl3, δ): 8.51 (d, 1H, D, J=6.6 Hz), 7.72 (d, 2H, D, J=8.6 Hz), 7.61 (d, 1H, D, J=9.2 Hz), 7.45 (d, 2H, D, J=8.4 Hz), 7.24 (t, 1H, D, J=8.8 Hz), 6.85 (t, 1H, D, J=6.4 Hz), 5.06 (s, 2H), 4.89 (m, 1H), 4.67 (s, 1H), 3.56 (s, 2H), 2.99 (m, 2H), 2.42 (m, 2H), 2.15 (s, 6H).

Provenance & Evidence