Methyl iodide → HCID 9842782, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-(1-indolyl)-6-methyl-2-methylaminopyridine (0.35 g, 1.48 mM), methyl iodide (0.5 ml) and dioxane (20 ml) was heated at 90° C. for 15 hours. The mixture was cooled. The solid was collected by filtration, washed with dioxan (10 ml) and then recrystallised from methanol. There was thus obtained 1,6-dimethyl-4-(1-indolyl)-2-methylaminopyridinium iodide (0.15 g, 27% yield), m.p. 275°-277° C.; microanalysis, found: C,49.3; H,4.7; N,10.3%; C16H18N3I. 0.5H2O requires: C,49.5; H,4.9; N,10.8%; NMR: 2.66(3H,s,CH3), 3.1(3H,d, NHCH3), 3.67(3H,s,N+CH3), 6.9(1H,d, indole-3H), 7.05(1H,d,pyridine-3H), 7.2-7.4(3H, complex, pyridine 5-H and aromatic), 7.7(1H,d, aromatic), 7.9-8.0(2H, complex, aromatic and indole-2H), 8.15-8.25(1H,br,NH).

Provenance & Evidence