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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1767696Erstellt: 26. Oktober 2026

Ethylmorpholine → 3-Amino-N-(4-amino-2-methyl-quinolin-6-yl)-propionamide

https://huagongshe.com/reaction/1767696

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthylmorpholineHCID 7525—
EduktN-((1,1-dimethylethoxy)carbonyl)-beta-alanineHCID 76809—
Edukt2-Methylquinoline-4,6-diamineHCID 223995—
EduktO-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733286—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-Amino-N-(4-amino-2-methyl-quinolin-6-yl)-propionamideHCID 17864629182,5%

Reaktionsschritte

To a solution of 2.18 g (11.55 mmol) of 3-tert-Butoxycarbonylamino-propionic acid in 20 ml of DMF were added 3.78 g (11.55 mmol) TOTU. After 15 min at room temperature 2.0 g (11.55 mmol) of 2-methyl-quinoline-4,6-diamine and 2.66 g (23 mmol) of N-ethylmorpholine were added. After 24 h stirring at room temperature the solution was evaporated and the residue was treated with a saturated aqueous solution of NaHCO3. The aqueous solution was extracted with ethyl acetate. The separated organic layer was dried (Na2SO4) and evaporated. The residue was treated with 20 ml 90% trifluoroacetic acid for 2 h. After evaporation the residue was dissolve in water and extracted with ethyl acetate. The aqueous layer was lyophilized to yield 5.15 g (76%) of the title compound. MS 245.1 (M+)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07235558B2
Quelldatensatzuspto-grants-2007_06
ORD IDord-a5449293a62540a09e31aa2ff2515340
Quellennotizuspto-grants-2007_06