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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 216630Erstellt: 26. Oktober 2026

Water → 2-[(Aminocarbonyl)amino]-6-ethynylindole-3-carboxamide

https://huagongshe.com/reaction/216630

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTBAF tetrahydrofuranHCID 11078149—
Edukt2-Aminocarbonylamino-6-triisopropylsilylethynylindole-3-carboxamideHCID 59189882—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-[(Aminocarbonyl)amino]-6-ethynylindole-3-carboxamideHCID 2498906090,8%

Reaktionsbedingungen

Temperatur75 °C

Reaktionsschritte

1.0 M Tetrabutylammonium fluoride tetrahydrofuran solution (15 mL, 15 mmol) was added to a solution of 2-aminocarbonylamino-6-triisopropylsilylethynylindole-3-carboxamide (Compound 9-15, 4.0 g, 10 mmol) in anhydrous tetrahydrofuran (180 mL), and the mixture was stirred at 75° C. for 2.5 hours. Water (180 mL) was added to the reaction mixture, and the whole was extracted with ethyl acetate (180 mL). The organic layer was washed with brine (180 mL), and dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the resultant solid was washed with a solution mixture of ethanol and chloroform (ethanol/chloroform=1/3, 55 mL) and dried under reduced pressure to give the title compound (2.2 g) as a slightly brown solid (yield 90%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08193237B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-d66b68c6c1194befae0588c840fa9d43
Quellennotizuspto-grants-2012_06