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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2200484Erstellt: 23. Oktober 2026

Trifluoroacetic acid → cis-3-(1H-indazol-5-ylamino)-5-(2-aminocyclohexylamino)pyrazine-2-carboxamide

https://huagongshe.com/de/reaction/2200484

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoroacetic acidHCID 6422—
EduktDiisopropylethylamineHCID 81531—
Edukt1,2-Diaminocyclohexane, cis-HCID 342917—
Edukt3-(1H-indazol-5-ylamino)-5-chloropyrazine-2-carboxamideHCID 86685602—
LösungsmittelWaterHCID 962—
LösungsmittelN-methyl-2-pyrrolidoneHCID 13387—
Produktcis-3-(1H-indazol-5-ylamino)-5-(2-aminocyclohexylamino)pyrazine-2-carboxamideHCID 86685601—

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

To 3-(1H-indazol-5-ylamino)-5-chloropyrazine-2-carboxamide (˜100 mg) in ˜3 mL NMP was added 6 equivalents of DIEA and 20 equivalents of racemic cis-1,2-cyclohexanediamine. The mixture was heated at 150° C. in a sealed tube overnight. The reaction mixture was cooled, acidified with TFA, diluted with water and prepped via rpHPLC to give the title compound. MS found for C18H22N8O as (M+H)+367.2.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09359308B2
Quelldatensatzuspto-grants-2016_06
ORD IDord-8f706c864dd44eba8f00c85172298f84
Quellennotizuspto-grants-2016_06