1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → tert-butyl 2-(4-(5-methyl-3-oxo-1H-imidazo[1,5-c]imidazol-2(3H)-yl)-1-piperidinyl)-2-oxoethylcarbamate

To a solution of Boc-glycine (0.44 g) and HOBt (0.58 g) in acetonitrile (15 ml) was added WSC (0.72 g), and the reaction mixture was mixed at room temperature for 15 minutes. Then, a solution of 5-methyl-2-(4-piperidinyl)-1,2-dihydro-3H-imidazo[1,5-c]imidazol-3-one dihydrochloride (0.73 g), DBU (0.75 ml) and triethylamine (1.1 ml) in acetonitrile (5 ml) was added thereto. The reaction mixture was mixed at room temperature for 15 hours, the solvent was then distilled off under reduced pressure, and the residue was dissolved in ethyl acetate. The ethyl acetate solution was washed with an aqueous sodium hydrogen carbonate solution and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the residue was purified with basic silica gel column (ethyl acetate to ethyl acetate/methanol=5/1) to obtain the title compound as a colorless solid (0.62 g, 66%).

1. additionthe reaction mixture was mixed at room temperature for 15 minutes
2. additionThe reaction mixture was mixed at room temperature for 15 hours
3. distillationthe solvent was then distilled off under reduced pressure
4. dissolutionthe residue was dissolved in ethyl acetate
5. washThe ethyl acetate solution was washed with an aqueous sodium hydrogen carbonate solution
6. dry with materialdried over anhydrous sodium sulfate
7. distillationThe solvent was distilled off under reduced pressure
8. customthe residue was purified with basic silica gel column (ethyl acetate to ethyl acetate/methanol=5/1)

ORD 기록

ord-9bcfd761a1764633b915e5172b4cf5ec

출처 데이터셋

uspto-grants-2010_10

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07820673B2