反应详情

To a mixture of 1-(piperazin-1-yl)-docosa-4,7,10,13,16,19-hexaen-1-one (1.17 g, 2.95 mmol), salicylic acid (0.61 g, 4.43 mmol) and Et3N (0.89 g, 8.85 mmol) in CH3CN (10 mL) was added HATU (1.68 g, 4.43 mmol), and the mixture was stirred (RT, 16 h). The solvent was removed under reduced pressure and the residue was extracted with EtOAc (4×50 mL). The combined organic layers were washed successively with 1N HCl, water, 5% NaHCO3 and water, and dried over MgSO4. The solvent was removed under reduced pressure. Purification of the crude product by preparative HPLC afforded 1-(4-(2-hydroxybenzoyl)piperazin-1-yl)docosa-4,7,10,13,16,19-hexaen-1-one (300 mg, 19.6%) as a light yellow oil. Mass calculated for C33H44N2O3=516.71; found: [M+H]+517.6.

1. customThe solvent was removed under reduced pressure
2. extractionthe residue was extracted with EtOAc (4×50 mL)
3. washThe combined organic layers were washed successively with 1N HCl, water, 5% NaHCO3 and water
4. dry with materialdried over MgSO4
5. customThe solvent was removed under reduced pressure
6. customPurification of the crude product by preparative HPLC