反应详情

温度

20 °C

To a solution of 1-chloro-N,N,2-trimethylpropenylamine (2 eq.) in DCM under nitrogen was added 1-(2-benzo[b]thiophen-3-yl-acetyl)-2-methyl-azetidine-2-carboxylic acid, Intermediate 121 (1 eq.). The solution was stirred at 20° C. for 1 h, then added to a solution of 4-[(Benzofuran-6-ylmethyl)-amino]-butyric acid ethyl ester, Intermediate 82 (1.2 eq.) in DCM at 0° C. TEA (2 eq.) was then added and the mixture was stirred at 0° C. for 3 h. The crude was diluted with DCM, washed twice with a saturated aqueous solution of NaHCO3, twice with aqueous HCl (0.5N), twice with water, dried over MgSO4, filtered, concentrated under reduced pressure and purified by chromatography on silica gel (elution with heptane/EtOAc 25/75 to 10/90) to afford 4-{[1-(2-benzo[b]thiophen-3-yl-acetyl)-2-methyl-azetidine-2-carbonyl]-benzofuran-6-ylmethyl-amino}-butyric acid ethyl ester.

1. stirringthe mixture was stirred at 0° C. for 3 h
2. washwashed twice with a saturated aqueous solution of NaHCO3, twice with aqueous HCl (0.5N), twice with water
3. dry with materialdried over MgSO4
4. filtrationfiltered
5. concentrationconcentrated under reduced pressure
6. custompurified by chromatography on silica gel (elution with heptane/EtOAc 25/75 to 10/90)