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HRID 43167Erstellt: 26. Oktober 2026

Sodium Bicarbonate → 8-(2,6-Difluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid (5-{[(2-dimethylamino-ethyl)-methyl-amino]-methyl}-pyridin-2-yl)-amide

https://huagongshe.com/reaction/43167

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium BicarbonateHCID 516892—
EduktTrimethylaluminumHCID 16682925—
Edukt5-({[2-(Dimethylamino)ethyl](methyl)amino}methyl)pyridin-2-amineHCID 59292945—
Edukt8-(2,6-Difluoro-3,5-dimethoxyphenyl)quinoxaline-5-carboxylic acid ethyl esterHCID 86641145—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelDichloromethane methanolHCID 21226129—
Produkt8-(2,6-Difluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid (5-{[(2-dimethylamino-ethyl)-methyl-amino]-methyl}-pyridin-2-yl)-amideHCID 59292843—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

The title compound was prepared in analogy to the procedure described in Example 115 but using 8-(2,6-difluoro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid ethyl ester (Step 124.1), N-(6-amino-pyridin-3-ylmethyl)-N,N′,N′-trimethyl-ethane-1,2-diamine (prepared as described in Example 26 but using N,N,N′-trimethyl-ethane-1,2-diamine in Step 26.2 and purified by column chromatography), 1.5 equiv of trimethyl aluminum, stirring the reaction mixture for 5 h at 80° C. and pouring it onto a saturated aqueous solution of NaHCO3 and DCM. The title compound: ESI-MS: 537.1 [M+H]+; tR=3.31 min (System 1); TLC: Rf=0.13 (DCM/MeOH, 95:5).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536175B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-3ae23a0446c44944bc87f3dd52b93c2c
Quellennotizuspto-grants-2013_09