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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1529247Erstellt: 27. Oktober 2026

Indoline → Adamantan-2-yl-(2,3-dihydro-indol-1-yl)-methanone

https://huagongshe.com/reaction/1529247

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIndolineHCID 10328—
EduktDiisopropylethylamineHCID 81531—
Edukt2-Adamantanecarboxylic acidHCID 303802—
EduktO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
LösungsmittelFormic AcidHCID 284—
LösungsmittelDimethylformamideHCID 6228—
ProduktAdamantan-2-yl-(2,3-dihydro-indol-1-yl)-methanoneHCID 71559641—

Reaktionsschritte

A mixture of 24.2 mg (0.134 mmol) adamantane-2-carboxylic acid, 20 mg (0.168 mmol) indoline, 64.7 mg (0.2 mmol) TBTU and 43.4 mg (0.336 mmol) DIPEA in 1 mL DMF was stirred at room temperature overnight. Formic acid was added and the mixture was subjected to column chromatography on reversed phase eluting with a gradient formed from acetonitrile, water and NEt3 to yield after evaporation of the product containing fractions 14.1 mg (30%) of the title compound. MS(m/e): 282.4 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09090615B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-5084855ac78d47e5b4607fbee6b47503
Quellennotizuspto-grants-2015_07