Sodium Bicarbonate → 8-(2-Chloro-6-fluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid [5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-yl]-amide

https://huagongshe.com/de/reaction/2391891

Beteiligte Stoffe

Rolle	Name	HCID	Einwaage
Edukt	Sodium Bicarbonate	HCID 516892	—
Edukt	Trimethylaluminum	HCID 16682925	—
Edukt	8-(2,6-Dichloro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid [5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-yl]-amide	HCID 44514746	—
Edukt	8-(2-Chloro-6-fluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid ethyl ester	HCID 86641146	—
Lösungsmittel	Dichloromethane	HCID 6344	—
Lösungsmittel	Dichloromethane methanol	HCID 21226129	—
Produkt	8-(2-Chloro-6-fluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid [5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-yl]-amide	HCID 59292964	—

Reaktionsbedingungen

Temperatur	80 °C

Reaktionsschritte

The title compound was prepared in analogy to the procedure described in Example 115 but using 8-(2-chloro-6-fluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid ethyl ester (Step 144.1), 5-(4-methyl-piperazin-1-ylmethyl)-pyridin-2-ylamine (Example 31; purified by silica gel column chromatography), 2 equiv of trimethyl aluminum, stirring the reaction mixture for 4 h at 80° C., pouring it onto a saturated aqueous solution of NaHCO3 and DCM. Title compound: ESI-MS: 551.1 [M+H]+; tR=3.50 min (System 1); TLC: Rf=0.20 (DCM/MeOH/NH3aq, 94:5:1).

Herkunft & Nachweise

DOI	10.6084/m9.figshare.5104873.v1
Patentnummer	US08273882B2
Quelldatensatz	uspto-grants-2012_09
ORD ID	ord-65fdb4e28242426facf5e31391e8fbe8
Quellennotiz	uspto-grants-2012_09