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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 159Erstellt: 23. Oktober 2026

Methyl 3-bromobenzoate → Methyl 3-{4-[(tert-butoxycarbonyl)amino]piperidin-1-yl}benzoate

https://huagongshe.com/de/reaction/159

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl 3-bromobenzoateHCID 12070—
Edukt4-(N-Boc-amino)piperidineHCID 723833—
ReagenzCesium carbonateHCID 10796—
KatalysatorBinap, (A+-)-HCID 634876—
KatalysatorPalladium (II) acetateHCID 4144353—
LösungsmittelTolueneHCID 1140—
ProduktMethyl 3-{4-[(tert-butoxycarbonyl)amino]piperidin-1-yl}benzoateHCID 6858003613,76%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

All chemicals were mixed in a 50 mL round bottom flask. The solids were degassed and placed under nitrogen. Toluene was added and the mixture was stirred at 100°C for 24 h. Cooled and filtered. The filtrate was concentrated under vacuum. Crude product was mainly starting material but some product had been formed. The product was purified by silica gel chromatography using 1-4% methanol/DCM. Product was slightly more polar than starting material bromide. There was obtained 230 mg of the desired product as a solid. HNMR and LC MS ok.

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-2de77de369ef42f8b910f9e83130f454
Quellennotiz750 AstraZeneca ELN dataset