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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 221477Erstellt: 26. 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/221477

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
PatentnummerUS08207161B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-53d29bf16ba34f61aba1c4953bfdb5d9
Quellennotizuspto-grants-2012_06