1,4-Dioxane → HCID 24804387, compound

Participants

Reaction Conditions

Reaction Steps

Into a 5 ml microwave reaction vial was combined 2-(2-hydroxyethyl)-5-iodoisoquinolin-1(2H)-one (200 mg, 0.000635 mol), 1-(aminomethyl)cycloheptanol (273 mg, 0.00190 mol) molybdenum hexacarbonyl (168 mg, 0.000635 mol) palladium acetate (10 mg, 0.00006 mol) 1,8-diazabicyclo[5.4.0]undec-7-ene (0.285 mL, 0.00190 mol) and 1,4-dioxane (3 mL, 0.03 mol). The mixture was subjected to microwave heating at 80° C. for 10 minutes. Methanol (1.5 ml) was added and the reaction mixture was filtered through a syringe filter and the filtrate concentrated. The mixture was purified by prep HPLC using a Phenomenex C18 Axia packed xolumn at PH 12. The combined pure fractions were reduced in vacuo to yield the title compound as a white solid. LC/MS M+H=359.3. 1H NMR (DMSO-d6) δ: 8.36-8.26 (m, 2H), 7.81-7.78 (dd, 1H) 7.52 (t, 1H), 7.48 (d, 1H) 6.813 (d, 1H), 4.892 (t, 1H), 4.325 (t, 1H), 4.016 (t, 1H), 3.66 (t, 1H), 3.285 (d, 1H), 1.69-1.44 (m, 10H), 1.414-1.317 (m, 2H)

Provenance & Evidence