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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 855343Erstellt: 24. Oktober 2026

1H-Indole-7-carboxylic acid → 1H-Indole-7-carboxylic acid (4-tert-butyl-benzyl)-[2-(tetrahydro-thiopyran-4-yl)-ethyl]-amide

https://huagongshe.com/de/reaction/855343

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1H-Indole-7-carboxylic acidHCID 74281—
EduktDiisopropylethylamineHCID 81531—
EduktO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Edukt(4-Tert-butyl-benzyl)-[2-(tetrahydro-thiopyran-4-yl)-ethyl]-amineHCID 69342005—
LösungsmittelWaterHCID 962—
LösungsmittelDimethylformamideHCID 6228—
Produkt1H-Indole-7-carboxylic acid (4-tert-butyl-benzyl)-[2-(tetrahydro-thiopyran-4-yl)-ethyl]-amideHCID 86603048102,8%

Reaktionsschritte

To a solution of 48 mg (0.3 mmol) of 1H-indole-7-carboxylic acid and 96 mg of TBTU (0.3 mmol) in 4 ml DMF, were added 0.26 ml (1.5 mmol) of N,N-diisopropylethyl amine. After stirring for 5 min at rt, 78 mg (0.3 mmol) of (4-tert-butyl-benzyl)-[2-(tetrahydro-thiopyran-4-yl)-ethyl]-amine in 1 ml DMF were added. After stirring for 24 h at rt, the reaction mixture was diluted with 50 ml water and extracted with 2×50 ml EtOAc. The combined organic phases were washed with water and brine, dried with magnesium sulfate, filtered and concentrated in vacuo to give 134 mg (99%) of a yellow solid. MS (ISP) 435.5 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07259183B2
Quelldatensatzuspto-grants-2007_08
ORD IDord-94597b69c7764a23a861de87a0601d07
Quellennotizuspto-grants-2007_08