1,4-Dioxane → HCID 24804227, compound

Participants

Reaction Conditions

Reaction Steps

Into a 5 ml microwave reaction vessel was combined 2-(2-hydroxyethyl)-5-iodoisoquinolin-1(2H)-one (0.100 g, 0.000317 mol), cycloheptylmethanamine (100 mg, 0.0008 mol), molybdenum hexacarbonyl (80 mg, 0.0003 mol), palladium acetate (7 mg, 0.00003 mol), 1,8-diazabicyclo[5.4.0]undec-7-ene (0.1 mL, 0.001 mol) and 1,4-dioxane (1 mL, 0.02 mol). The vessel was exposed to microwave heating for 15 min at 110° C. The reaction tube was cooled to room temperature and the volatiles removed under educed pressure. The mixture was purified directly by column chromatography using an methanol:methylene chloride (0-10%) gradient. The combined pure fractions were reduced in vacuo to yield a white solid which was purified again by HPLC to afford the title compound as a white solid. 1H NMR (DMSO-d6) δ: 8.55 (t, 1H), 8.31 (d, 1H), 7.72 (dd, 1H), 7.517 (t, 1H), 7.446 (d, 1H), 6.76 (d, 1H), 4.88 (t, 1H) 4.014 (t 2H), 3.66 (q, 2H) 3.123 (t, 2H), 1.79-1.34 (m, 11H), 1.2615-1.149 (m, 2H)

Provenance & Evidence