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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 732Erstellt: 23. Oktober 2026

2-Bromopyridine → (4-Cyclobutyl-piperazin-1-yl)-(6-pyridin-2-yl-6-aza-spiro[2.5]oct-1-yl)-methanone

https://huagongshe.com/de/reaction/732

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-BromopyridineHCID 7973—
Edukt(6-Aza-spiro[2.5]oct-1-yl)-(4-cyclobutyl-piperazin-1-yl)-methanoneHCID 59395236—
ReagenzSodium t-butoxideHCID 23676156—
KatalysatorPalladium (II) acetateHCID 4144353—
Katalysator2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
Produkt(4-Cyclobutyl-piperazin-1-yl)-(6-pyridin-2-yl-6-aza-spiro[2.5]oct-1-yl)-methanoneHCID 251195439,39%

Reaktionsbedingungen

Temperatur160 °C

Reaktionsschritte

Reagents were put in a sealed vial and heated in the microwave oven for 10 minutes at 160°C. According to LC-MS analysis, the conversion is >90%. The crude mixture was transferred to a round-bottomed flask and volatiles were evaporated under vacuum. The residue was purified on preparative HPLC using the long high pH (acetonitrile in water ammonium carbonate buffer, 25 min.) 20 to 40% gradient method on XBridge Prep C18 OBD, 30x150 mm, 5 mm, Waters reverse phase column, giving (4-cyclobutylpiperazin-1-yl)(6-(pyridin-2-yl)-6-azaspiro[2.5]octan-1-yl)methanone (7.20 mg, 9.39 %). However, the compound was not pure enought for submission and there was not enough of it to attempt another purification.

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-c35b162a34bf408282b33e4af9af7634
Quellennotiz750 AstraZeneca ELN dataset