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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 8270Erstellt: 23. Oktober 2026

Dimethylamine → N,N-Dimethyl-3-{4-[2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-quinolin-7-yl}-propionamide

https://huagongshe.com/de/reaction/8270

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylamineHCID 674—
EduktMethanolHCID 887—
EduktHexaneHCID 8058—
EduktPotassium sodium tartarateHCID 9855836—
Edukt3-{4-[2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-quinolin-7-yl}-propionic acid methyl esterHCID 10179908—
EduktTrimethylaluminumHCID 16682925—
LösungsmittelDichloromethaneHCID 6344—
ProduktN,N-Dimethyl-3-{4-[2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-quinolin-7-yl}-propionamideHCID 10274004—

Reaktionsbedingungen

Temperatur40 °C

Reaktionsschritte

To a solution of 3-{4-[2-(6-methyl-pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-quinolin-7-yl}-propionic acid methyl ester (0.30 g, 0.73 mmol) and 2M dimethylamine in methanol (1.05 mL, 2.1 mmol) in dichloromethane (1 mL) is added 2 M trimethylaluminum in hexane (1.64 mL, 3.25 mmol). The solution is heated at 40° C. for 48 h. The mixture is diluted with dichloromethane (150 mL), treated with saturated potassium sodium tartrate (30 mL), and stirred 18 h. The organic portion is separated and; washed with water and brine, dried (sodium sulfate), filtered, and concentrated in vacuo. The residue is chromatographed on SiO2 (10% methanol in dichloromethane) to yield the title compound, 0.29 g (89%), as a yellow foam.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07087626B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-48783e86a64147d588437490851d74d4
Quellennotizuspto-grants-2006_08