Isobutyl iodide → HCID 11492918, compound

Participants

Reaction Steps

Synthesis of 4-(4-phenyl-1H-imidazol-2-yl)-1,2,5-oxadiazol-3-amine (50 mg, 0.22 mmol) was dissolved in DMF and NaH (15 mg, 0.7 mmol) was added. The reaction mixture became dark red. Isobutyl iodide (60 mg, 0.33 mmol) was added and the reaction mixture heated to 120 CC in the microwave for 5 minutes. The reaction mixture was concentrated to an oil which was purified by RPHPLC (CH3CN/H2O, 0.1% TFA) to give the product, 12 mg, 0.042 mmol, 19% yield. HPLC Method B Rt 4.50 min, MH+ 284.30. 1H NMR (500 MHz, CDCl3) δ 7.71 (m, 2H), 7.34 (m, 2H), 7.28 (s, 1H), 7.23 (m, 1H), 4.19 (d, J=7.4 Hz, 2H), 2.12 (m, 1H), 0.92 (d, J=6.7 Hz, 6H).

Provenance & Evidence