反应详情

温度

-78 °C

A 100 mL, round-bottomed flask was charged with benzyl 3-amino-6-chloro-2-fluorobenzoate (1.0 g, 3.58 mmol), 3-(4-methoxyphenoxy)propane-1-sulfonyl chloride (2.84 g, 10.7 mmol), N-ethyl-N-isopropylpropan-2-amine (1.91 mL, 10.7 mmol) and DCM (15 mL). The reaction mixture was stirred at −78° C. until LC-MS showed that the starting material had been consumed (about 12 hours). Then the reaction mixture was cooled to room temperature and partitioned between EtOAc (500 mL) and water (200 mL). The phases were separated, and the aqueous phase was extracted with EtOAc (3×200 mL). The combined organic layers were dried (Na2SO4), filtered and concentrated to yield crude benzyl 6-chloro-2-fluoro-3-(3-(4-methoxyphenoxy)-N-(3-(4-methoxyphenoxy)propylsulfonyl)propylsulfonamido)benzoate. The crude product was used in the next step.

1. customhad been consumed (about 12 hours)
2. temperatureThen the reaction mixture was cooled to room temperature
3. custompartitioned between EtOAc (500 mL) and water (200 mL)
4. customThe phases were separated
5. extractionthe aqueous phase was extracted with EtOAc (3×200 mL)
6. dry with materialThe combined organic layers were dried (Na2SO4)
7. filtrationfiltered
8. concentrationconcentrated