反应详情

A solution of 2.16 g (5.91 mmol) of {4-[(E)-3-(3-chloro-phenyl)-acryloyl]-7-oxo-[1,4]diazepan-1-yl}-acetic acid ethyl ester in 30 ml of ethanol was treated at 0° C. with 0.45 g (11.81 mmol) of sodium borohydride in 30 ml of ethanol during 20 min. The reaction was stirred for 21 h at RT, cooled (0° C.) and treated again with 0.45 g (11.81 mmol) of sodium borohydride. After 22 h at RT the reaction neutralized with cold aqueous 10% KHSO4 and extracted with EtOAc (3×). The organic phases were washed with aqueous 10% NaCl, dried over Na2SO4 evaporated and purified by flash silica gel column (EtOAc and then EtOAc/EtOH 1 to 7.5%) to yield 1.50 g (79%) of the title compound as light white foam. MS: 323.1 (MH+, Cl).

1. temperaturecooled (0° C.)
2. extractionextracted with EtOAc (3×)
3. washThe organic phases were washed with aqueous 10% NaCl
4. dry with materialdried over Na2SO4
5. customevaporated
6. custompurified by flash silica gel column (EtOAc