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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1895637Erstellt: 25. Oktober 2026

N-bromobutanimide → tert-butyl 1-bromo-3-(trifluoromethyl)-5H,6H,7H,8H-imidazo(1,5-a)pyrazine-7-carboxylate

https://huagongshe.com/reaction/1895637

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN-bromobutanimideHCID 67184—
EduktImidazo[1,5-a]pyrazine-7(8h)-carboxylic acid,5,6-dihydro-3-(trifluoromethyl)-,1,1-dimethylethyl esterHCID 57518450—
LösungsmittelEthanolHCID 702—
Produkttert-butyl 1-bromo-3-(trifluoromethyl)-5H,6H,7H,8H-imidazo(1,5-a)pyrazine-7-carboxylateHCID 5751845157,8%

Reaktionsschritte

In a 100 mL dried flask, the compound obtained from the previous step, 3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester 27a (300 mg, 1.04 mmol) was dissolved in 50 mL of ethanol under stirring, and N-bromosuccinimide (369 mg, 2.08 mmol) was then added to the solution. The reaction mixture was stirred at room temperature for an hour until the reaction was complete. The reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography to obtain the title compound 1-bromo-3-trifluoromethyl-5,6-dihydro-8H-imidazo[1,5-a]pyrazine-7-carboxylic acid tert-butyl ester 27b (220 mg, yield 57.8%) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08513411B2
Quelldatensatzuspto-grants-2013_08
ORD IDord-68d81cb28a3b496db6942cf0ef417561
Quellennotizuspto-grants-2013_08