反应详情

温度

20 °C

To a solution of 2.78 g (10 mmol) of 3,5-di-tert-butyl-4-hydroxyphenylpropionic acid, 3.04 g (10 mmol) of N-[3-(aminomethyl)phenyl]thiophene-2-carboximidamide 2HCl (J. Med. Chem. (1998), 41(15), 2858), 1.48 g (11 mmol) of 1-hydroxybenzotriazole in 100 ml of CH2Cl2, in a 250 ml flask, 4.21 g (22 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 6.1 ml (44 mmol) of Et3N were added. After overnight stirring at 20° C., the reaction mixture was diluted with 100 ml water, stirred and decanted. The organic layer was successively washed with NaHCO3 saturated solution, water, KHSO4, (1M), water and brine. After drying over Na2SO4 and filtration, the organic solution was concentrated under reduced pressure. The residue was flash chromatographed over silica gel, using heptane/EtOAc:1/1 as eluent, to yield a cream light solid (85%). Melting point: 163-164° C.

1. stirringstirred
2. customdecanted
3. washThe organic layer was successively washed with NaHCO3 saturated solution, water, KHSO4, (1M), water and brine
4. dry with materialAfter drying over Na2SO4 and filtration
5. concentrationthe organic solution was concentrated under reduced pressure
6. customchromatographed over silica gel