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HRID 1416293Erstellt: 25. Oktober 2026

Triethylamine → 6-Bromo-2-[[4-(2,4-dichlorophenyl)-1-piperazinyl]methyl]-imidazo[1,2-a]pyridine

https://huagongshe.com/reaction/1416293

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt1-(2,4-Dichlorophenyl)piperazineHCID 2737527—
Edukt6-Bromo-2-(chloromethyl)imidazo[1,2-a]pyridineHCID 11622894—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt6-Bromo-2-[[4-(2,4-dichlorophenyl)-1-piperazinyl]methyl]-imidazo[1,2-a]pyridineHCID 19367124—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of 6-bromo-2-(chloromethyl)imidazo[1,2-a]pyridine (Example 15, Step 1; 0.582 g), 1-(2,4-dichlorophenyl)piperazine (Example 31, Step 1; 0.548), triethylamine (Aldrich; 0.288 g), and THF (5 mL) is stirred at 80° C. for 6 h, at which time it is cooled and then partitioned between dichloromethane and aq. sodium bicarbonate. The organic layers are dried over sodium sulfate and concentrated. Chromatography of the residue on silica gel using methanol/dichloromethane (2/98) and crystallization gives 0.710 g of the title compound; mp 137-138° C.; MS m/z 438, 440; IR (mineral oil) 1479, 1341, 1058, 2810, 803 cm-1. 1H NMR (CDCl3) δ2.78, 3.09, 3.80, 6.96, 7.16-7.23, 7.35, 7.48, 7.55, 8.24.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05912246
Quelldatensatzuspto-grants-1999_06
ORD IDord-e85312339b5a4fbbaac35fb43cdd60ce
Quellennotizuspto-grants-1999_06