反应详情

温度

40 °C

To a solution of 767 mg of N-[2-(2,6-bis-hydroxymethyl-pyridin-4-yloxy)-ethyl]-2-nitro-benzenesulfonamide in 15 ml of DMF, under argon, was added 344 μl of ethyl 3-bromo-butyrate and 1.38 g of K2CO3. The mixture was stirred for about 20 hours at 40° C. and then filtered through a sinter of porosity 4. The cake was washed with EtOAc and the filtrate was concentrated under reduced pressure. The crude product was purified by flash chromatography on silica (Merck SuperVarioPrep 90 g column, Si60 15-40 μm), using a gradient of 0 to 10% MeOH in DCM. The fractions containing the desired product were combined and concentrated under reduced pressure. 395 mg of ethyl 4-[[2-(2,6-bis-hydroxymethyl-pyridin-4-yloxy)-ethyl]-(2-nitro-benzenesulfonyl)-amino]-butanoate were obtained. LC/MS (B): tr=2.72 min; [M+H]+: m/z 498; [M+HCO2H−H]−: m/z 542.

1. filtrationfiltered through a sinter of porosity 4
2. washThe cake was washed with EtOAc
3. concentrationthe filtrate was concentrated under reduced pressure
4. customThe crude product was purified by flash chromatography on silica (Merck SuperVarioPrep 90 g column, Si60 15-40 μm)
5. additionThe fractions containing the desired product
6. concentrationconcentrated under reduced pressure