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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 528Erstellt: 23. Oktober 2026

Ethyl 4-piperidinecarboxylate → Ethyl 1-(6-chloro-4-methyl-3-pyridinyl)piperidine-4-carboxylate

https://huagongshe.com/de/reaction/528

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl 4-piperidinecarboxylateHCID 70770—
Edukt5-Bromo-2-chloro-4-methylpyridineHCID 2734427—
ReagenzSodium t-butoxideHCID 23676156—
KatalysatorPalladium (II) acetateHCID 4144353—
Katalysator2-Dicyclohexylphosphino-2',6'-diisopropoxybiphenylHCID 16217985—
LösungsmittelTolueneHCID 1140—
ProduktEthyl 1-(6-chloro-4-methyl-3-pyridinyl)piperidine-4-carboxylateHCID 822251330%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A solution of diacetoxypalladium (10.87 mg, 0.05 mmol) and dicyclohexyl(2',6'-diisopropoxy-[1,1'-biphenyl]-2-yl)phosphine (45.2 mg, 0.10 mmol) dissolved in toluene (3 mL) was degassed and heated to 50°C for 30 minutes before adding ethyl piperidine-4-carboxylate (0.105 mL, 0.68 mmol), 5-bromo-2-chloro-4-methylpyridine (100 mg, 0.48 mmol) and sodium 2-methylpropan-2-olate (74.5 mg, 0.77 mmol) under nitrogen. The mixture was heated to 100°C for 2 hours. LCMS indicated little product so reaction abandoned.

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-e4f50ecc5cb146dc9c3dbbd5fbb158a0
Quellennotiz750 AstraZeneca ELN dataset