1-[(1-Methyl-1H-imidazol-2-yl)methyl]piperazine → HCID 46866894, compound

Participants

Reaction Conditions

Reaction Steps

The resulting 1-((1-methyl-1H-imidazol-2-yl)methyl)piperazine (supposedly 0.320 g, 1.78 mmol, 1 eq) was suspended in iPrOH (5.4 mL) and DIPEA (1.4 mL). To this solution, 5-bromo-4-chloro-3-nitropyridin-2-amine (0.400 g, 1.62 mmol, 1 eq) was added and the mixture heated and stirred for 17 h at 65° C. The mixture was filtered, washed with iPrOH (3×6 mL), Et2O (2×6 mL) and dried to give the title compound as a bright yellow powder (0.370 g, 51%); 1H-NMR (500 MHz, DMSO-d6): δ 2.97-3.08 (br s, 4H, piperazine N(CH2)2), 3.57 (s, 2H, NCH2), 3.66 (s, 3H, imidazole Me), 6.75 (s, 1H, imidazole H-4), 6.96 (s, 2H, NH2), 7.08 (s, 1H, imidazole H-5), 8.16 (s, 1H, pyridine 6-H); LC (Method B)-MS (ESI, m/z): Rt=2.07 min—396/398 [(M+H+), Br isotopic pattern, 100%].

Provenance & Evidence