2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 11515495, compound

Participants

Reaction Steps

4-(4,5-dihydro-1-(2-methoxyphenyl)-4-phenyl-1H-imidazol-2-yl)-1,2,5-oxadiazol-3-amine (34 mg, 0.10 mmol) was dissolved in THF with DDQ (23 mg, 0.1 mmol). The reaction mixture was stirred at room temperature for 2 hours, filtered through silica and resubjected to the same reaction conditions overnight. The reaction mixture was absorbed onto a Biotage column and eluted with 5 to 30% EtOAc/hexanes to give a white foam, 28 mg, 0.084 mmol, 84%. HPLC Method B Rt 4.50 min, MH+ 334.10. 1H NMR (500 MHz, CDCl3) δ 7.76 (m, 2H), 7.42 (m, 1H), 7.35 (m, 2H), 7.23 (m, 2H), 7.00 (m, 2H), 5.71 (s, 2H), 3.64 (s, 3H).

Provenance & Evidence