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HRID 49976Erstellt: 23. Oktober 2026

Potassium Carbonate → 2-(3,5-Dichlorophenyl)-1,3-dioxo-hexahydro-imidazo[1,5-a]pyrazine-7-carboxylic Acid Tert-Butyl Ester

https://huagongshe.com/de/reaction/49976

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt3,5-Dichlorophenyl isocyanateHCID 94460—
Edukt1-tert-Butyl 3-ethyl piperazine-1,3-dicarboxylateHCID 11402671—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-(3,5-Dichlorophenyl)-1,3-dioxo-hexahydro-imidazo[1,5-a]pyrazine-7-carboxylic Acid Tert-Butyl EsterHCID 22479202136,1%

Reaktionsbedingungen

Temperatur20 °C

Reaktionsschritte

3,5-Dichlorophenyl isocyanate (2.85 g, 15.2 mmol) was added portionwise to a mixture of piperazine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester (2.61 g, 10.1 mmol, prepared as described in Bioorg. Med. Chem. Lett. 1999, 9, 1121-6) and potassium carbonate (1.68 g, 12.1 mmol) in DCM (30 mL) at 5° C. After 30 min at 5° C., the reaction mixture was stirred at 20° C. for 48 h. The white precipitate was discarded and the filtrate concentrated in vacuo to give an oil (5.5 g) which was chromatographed over silica gel (CH2Cl2), to yield the above compound (2.77 g) as a white solid. Mp=144° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06710064B2
Quelldatensatzuspto-grants-2004_03
ORD IDord-e46489ca004e4266b9dcc6048fdf3da3
Quellennotizuspto-grants-2004_03