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

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Ethyl 4-piperidinecarboxylate	HCID 70770	—
Edukt	5-Bromo-2-chloro-4-methylpyridine	HCID 2734427	—
Reagenz	Sodium t-butoxide	HCID 23676156	—
Katalysator	1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)	HCID 636044	—
Katalysator	Bis(dibenzylideneacetone)palladium	HCID 9811564	—
Lösungsmittel	Toluene	HCID 1140	—
Produkt	Ethyl 1-(6-chloro-4-methyl-3-pyridinyl)piperidine-4-carboxylate	HCID 82225133	0%

Reaktionsbedingungen

Temperatur	100 °C

Reaktionsschritte

TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM(0) (22.18 mg, 0.02 mmol) was added to a degassed mixture of ethyl piperidine-4-carboxylate (0.105 mL, 0.68 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine)(xantphos) (28.0 mg, 0.05 mmol) and ethyl 1-(6-chloro-4-methylpyridin-3-yl)piperidine-4-carboxylate and sodium 2-methylpropan-2-olate (65.2 mg, 0.68 mmol) in toluene (3 mL). The resulting suspension was stirred at 100 °C for 20 hours under nitrogen. LCMS indicated little reaction so reaction abandoned.

Herkunft & Nachweise

Quelldatensatz	750 AstraZeneca ELN dataset
ORD ID	ord-4d540317a2f04c1c94f4d355d5594da0
Quellennotiz	750 AstraZeneca ELN dataset