Hydrochloric Acid → HCID 178522634, compound

Participants

Reaction Steps

To a rt solution of 2.E (147 mg, 0.29 mmol) in dioxane (3.0 mL) was added concentrated HCl (0.5 mL). After stirring at rt for 1.5 hr, the reaction mixture was poured into saturated NaHCO3, diluted with water and extracted with 30% iPrOH/chloroform. The organic solvent was removed under reduced pressure. After purification of the residue by preparative HPLC (10-90% CH3CN/water, 45 min), the combined product fractions was treated with saturated NaHCO3, and extracted with 30% i PrOH/CHCl3. After removal of solvent under reduced pressure, the title product 2 (40 mg, 37%) was obtained as colorless solid. MS ESI (positve.) m/e: 406.1 (M+H); 1H NMR (400 MHz, CD3OD) δ ppm 3.22-3.43 (m, 3H), 3.47-(dd, J=13.50, 6.06 Hz, 1H), 4.40-4.63 (m, 3H), 7.21-7.41 (m, 5H), 7.80 (d, J=1.96 Hz, 1H), 8.50 (d, J=6.65 Hz, 2H), 8.86 (d, J=6.65 Hz, 2H), 9.10 (d, J=1.96 Hz, 1H).

Provenance & Evidence