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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1505152Erstellt: 25. Oktober 2026

Dichloromethane → (4-Dimethylaminopiperidin-1-yl)(9H-xanthen-9-yl)methanone

https://huagongshe.com/reaction/1505152

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
EduktXanthene-9-carboxylic acidHCID 65736—
Edukt1-HydroxybenzotriazoleHCID 75771—
EduktDiisopropylethylamineHCID 81531—
EduktN,N-Dimethylpiperidin-4-amineHCID 417391—
Produkt(4-Dimethylaminopiperidin-1-yl)(9H-xanthen-9-yl)methanoneHCID 5982853790,4%

Reaktionsschritte

To a stirred solution of 9H-xanthene-9-carboxylic acid (4.4 g, 19.4 mmol) in DCM (200 mL, 3 mol) was added dimethylpiperidin-4-yl-amine (2.5 g, 19.4 mmol). DIPEA (6.8 mL, 38.9 mmol) and HOBt (4.6 g, 34 mmol) were added to the mixture, followed by EDCI (4.5 g, 23.3 mmol). The mixture was stirred for 12 hours, then washed with water (300 mL), NaCl (sat.) (300 mL), dried over MgSO4 and then filtered. The solvent was removed under reduced pressure, and the crude material was purified via silica gel chromatography (10% MeOH/DCM w/1% NH3 (aq)) to yield the title compound (5.9 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09216971B2
Quelldatensatzuspto-grants-2015_12
ORD IDord-897c6a7cbf9c4d42a87e041825ca2c9c
Quellennotizuspto-grants-2015_12