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HRID 890379Erstellt: 26. Oktober 2026

1,2-Dichloroethane → (4-Azido-phenyl)-(7-methoxy-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-methanone

https://huagongshe.com/reaction/890379

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DichloroethaneHCID 11—
EduktTetrahydrofuranHCID 8028—
EduktDiisopropylethylamineHCID 81531—
Edukt2-Azidobenzoic acidHCID 5325560—
Edukt7-Methoxy-2,3,4,5-tetrahydro-1h-3-benzazepineHCID 13853348—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
Produkt(4-Azido-phenyl)-(7-methoxy-1,2,4,5-tetrahydro-benzo[d]azepin-3-yl)-methanoneHCID 22250962—

Reaktionsschritte

7-Methoxy-2,3,4,5-tetrahydro-1H-benzo[d]azepine (1 equivalent) was dissolved in THF (0.1 M) along with azidobenzoic acid (1.5 equivalents), EDC (1.5 equivalents), DMAP (0.18 equivalents), and DIEA (1.5 equivalents). The reaction was stirred at room temperature overnight. The reaction was then washed with 10% citric acid, saturated sodium carbonate, and brine. The organic layer was then dried over sodium sulfate and the organic solvent removed under reduced pressure. The material was then purified via flash chromatography using 8% acetone/1% ammonia solution/petroleum spirit running solvent to give the title compound. (MH+) 323.2.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06995269B2
Quelldatensatzuspto-grants-2006_02
ORD IDord-934662624998475283d244091759f70e
Quellennotizuspto-grants-2006_02