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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 62646Erstellt: 23. Oktober 2026

Ammonium Chloride → 1H-Indole-2-carboxamide

https://huagongshe.com/de/reaction/62646

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmonium ChlorideHCID 25517—
EduktIndole-2-carboxylic acidHCID 72899—
EduktDiisopropylethylamineHCID 81531—
EduktMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
LösungsmittelDimethylformamideHCID 6228—
Produkt1H-Indole-2-carboxamideHCID 594832—

Reaktionsschritte

To a solution of indole-2-carboxylic acid (1e: 1 mmol) in DMF (4 mL) was added DIPEA (2 eq.) followed by HATU (1.2 eq.). The mixture was stirred for 15 minutes before the desired amine (R6—NH2) was added. The mixture was left to stir at room temperature for 5-16 hrs before saturated NH4Cl solution was added. The mixture was extracted with ethyl acetate and the combined organic extracts were washed with water and brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude material was purified on CombiFlash® purification system (Teledyne Isco) using appropriate mixtures of ethyl acetate and cyclohexanes to obtain the desired product indole-2-carboxamide (I).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09447039B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-3464dd8d004140eca2db07302f7e781e
Quellennotizuspto-grants-2016_09