Imidazole → HCID 117601782, compound

Participants

Reaction Steps

A mixture of 5-(3,5-dimethylisoxazol-4-yl)-3-iodobenzene-1,2-diamine (15 g, 45.6 mmol, 1.0 eq), DMAP (2.9 g, 22.7 mmol, 0.5 eq) and carbonyl diimidazole (11.0 g, 68.4 mmol, 1.5 eq) in THF (200 mL) was refluxed for 3 h. The reaction was cooled to room temperature, purified by flash column chromatography to give a solid, which contained some imidazole and DMAP. The solid was triturated with THF (2×) and filtered to afford 6-(3,5-dimethylisoxazol-4-yl)-4-iodo-1H-benzo[d]imidazol-2(3H)-one. LC-MS: 354.0 [M−H]−1H NMR (400 MHz, DMSO-d6) δ 10.9 (br s, 2H), 7.24 (d, J=1.6 Hz, 1H), 6.97 (d, J=1.6 Hz, 1H), 2.37 (s, 3H), 1.78 (s, 3H).

Provenance & Evidence