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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 658251Erstellt: 24. Oktober 2026

Triethylamine → N-cyclopropyl-3,5-bis(3-methoxypropyl)benzamide

https://huagongshe.com/de/reaction/658251

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktCyclopropylamineHCID 69828—
EduktMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
Edukt3,5-Bis(3-methoxypropyl)benzoic acidHCID 57456872—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelEthyl AcetateHCID 8857—
ProduktN-cyclopropyl-3,5-bis(3-methoxypropyl)benzamideHCID 57456873—

Reaktionsschritte

To a solution of 3,5-bis(3-methoxypropyl)benzoic acid (1 eq.) from the previous step in DCM (0.1 M) was added cyclopropanamine (1.3 eq.), o-benzotriazol-1-yl-N,N,N′,N′-tetramethyluronium hexafluorophosphate (aka. HATU, 1.5 eq.), and triethylamine (3 eq.). After stirring at rt for 18 h, the reaction was diluted with EtOAc. The organic extract was washed with 10% aqueous HCl solution, brine, dried over MgSO4, and concentrated in vacuo. The crude product was purified by flash column chromatography (SiO2, 50%→>70% EtOAc in Hex) to afford the title compound as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08076359B2
Quelldatensatzuspto-grants-2011_12
ORD IDord-5e77c9af44c3494ebf888cf932c11eaf
Quellennotizuspto-grants-2011_12