p-Toluenesulfonic acid → HCID 9909641, compound

Participants

Reaction Steps

3,4-Difluoro-2-(4-iodo-2-methyl-phenylamino)-benzoic acid hydrazide (146 mg, 0.36 mmol) was suspended in 7 mL of absolute EtOH and 2 mL of HC(OEt)3 was added along with approximately 3 mg of pTsOH> The reaction was heated to reflux for 3 h, cooled and concentration on a rotary evaporator. The reaction was purified (SiO2, 4:1 Hexane/EtOAc) to afford 117 mg (79%) of (2,3-difluoro-6-[1,3,4]oxadiazol-2-yl-phenyl)-(4-iodo-2-methyl-phenyl)-amine as a yellow powder. M.p. =144.4-145.5° C. 1H NMR (400 MHz, CDCl3) δ8.89 (s, 1H), 8.44 (s, 1H), 7.66 (m, 1H), 7.52 (d, J=1.7 Hz, 1H), 7.38 (dd, J=8.5, 1.9 Hz, 1 H), 6.83 (m, 1H), 6.14 (dd, J=8.5, 5.9 Hz, 1 H), 2.37 (s, 3 H).

Provenance & Evidence