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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2110189Erstellt: 25. Oktober 2026

Sodium Carbonate → (S)-tert-butyl 1-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-ylcarbamoyl)-3-phenyl-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylate

https://huagongshe.com/reaction/2110189

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktPhenylboronic AcidHCID 66827—
Edukt(S)-tert-butyl 3-bromo-1-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-ylcarbamoyl)-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylateHCID 57635359—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt(S)-tert-butyl 1-(3,3-dimethyl-1-(methylamino)-1-oxobutan-2-ylcarbamoyl)-3-phenyl-5,6-dihydroimidazo[1,5-a]pyrazine-7(8H)-carboxylateHCID 2513245476,1%

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

Intermediate 1J (0.20 g, 0.42 mmol) was dissolved in dioxane (4 mL) and phenylboronic acid (0.10 g, 0.85 mmol) was added, followed by 2N Na2CO3 solution (0.70 mL, 1.39 mmol). The resulting mixture was degassed with nitrogen and tetrakis(triphenylphosphine) palladium(0) (0.073 g, 0.06 mmol) was added. The mixture was heated in a microwave reactor at 150° C. for 20 min. The reaction mixture was filtered through a celite pad, rinsed with methanol and the combined filtrate and washings were concentrated. The residue was purified by normal phase chromatography, eluting with 0-100% hexanes/ethyl acetate to provide Compound 1 as a yellow solid (0.15 g, 75%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07517874B2
Quelldatensatzuspto-grants-2009_04
ORD IDord-164f2d9110c7434d9180bdd5ecd92b8d
Quellennotizuspto-grants-2009_04