反应详情

3-piperazin-1-yl-benzoisothiazole hydrochloride (5.29 g, 20.7 mmol) and 4,5-dimethoxy-2-nitrophenylacetic acid (5 g, 20.7 mmol) were combined in 200 mL methylene chloride with triethylamine (5.77 mL, 41.4 mmol). This solution stirred for 15 min before bis-(2-oxo-3-oxazolidinyl) phosphinic chloride (5.26 g, 20.7 mmol) was added. After stirring overnight at rt, the reaction was quenched with water and extracted into methylene chloride. The organic layer was washed with 0.5 N HCl, water, sodium bicarbonate then water before it was dried over Na2SO4 and concentrated. The residue was taken up in methylene chloride and washed with water. The organic layer was dried over sodium sulfate, and concentrated then purified by MPLC using a Biotage prepacked silica gel cartridge eluting with 3% methanol in methylene chloride to afford 6.5 g of a tan solid. Yield 71%; 100% purity at 214 nm; LCMS (APCI): 443 [M+H]+; mp 170° C.

1. additionwas added
2. customthe reaction was quenched with water
3. extractionextracted into methylene chloride
4. washThe organic layer was washed with 0.5 N HCl, water, sodium bicarbonate
5. dry with materialwater before it was dried over Na2SO4
6. concentrationconcentrated
7. washwashed with water
8. dry with materialThe organic layer was dried over sodium sulfate
9. concentrationconcentrated
10. customthen purified by MPLC
11. washeluting with 3% methanol in methylene chloride