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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 881985Erstellt: 25. Oktober 2026

Dimethylformamide → Tert-butyl 4-(1-(3-(cyclopropylmethoxy)-5-methoxybenzamido)ethyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/881985

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktTriethylamineHCID 8471—
EduktO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Edukttert-Butyl 4-(1-aminoethyl)piperidine-1-carboxylateHCID 22647295—
Edukt3-(2-Cyclopropylethyl)-5-methoxybenzoic acidHCID 89463753—
LösungsmittelWaterHCID 962—
ProduktTert-butyl 4-(1-(3-(cyclopropylmethoxy)-5-methoxybenzamido)ethyl)piperidine-1-carboxylateHCID 89464457—

Reaktionsschritte

To a solution of 3-(2-cyclopropylethyl)-5-methoxybenzoic acid (2.4 g, 10.7 mmol) and tert-butyl 4-(1-aminoethyl)piperidine-1-carboxylate (2.4 g, 10.7 mmol) in DMF (40 ml), was added triethyl amine (4.47 ml). After stirring for 10 minutes at room temperature TBTU (5.15 g, 16.1 mmol) was added in portions. The reaction mixture was stirred at room temperature for 2 hours. 100 ml H2O was added and the product was extracted into ethyla acetate. The combined organic layers were washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The obtained residue was purified by using normal phase chromatography eluting with petroleum ether containing 10% ethyl acetate to give tert-butyl 4-(1-(3-(cyclopropylmethoxy)-5-methoxybenzamido)ethyl)piperidine-1-carboxylate (3.0 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08993757B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-f87213cc2a164907857dba4e43b554d0
Quellennotizuspto-grants-2015_03