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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 402683Erstellt: 26. Oktober 2026

Chloroacetyl chloride → propan-2-yl 2-(cyclohexylamino)-4-oxo-5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethylidene)furan-3-carboxylate

https://huagongshe.com/reaction/402683

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktChloroacetyl chlorideHCID 6577—
EduktCyclohexylamineHCID 7965—
EduktPiperidineHCID 8082—
EduktDiisopropyl malonateHCID 83223—
Edukt1H-Pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 5372812—
EduktIsopropyl 2-isopropoxy-4-oxo-4,5-dihydrofuran-3-carboxylateHCID 51050080—
LösungsmittelIsopropanolHCID 3776—
Produktpropan-2-yl 2-(cyclohexylamino)-4-oxo-5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethylidene)furan-3-carboxylateHCID 1784594084,5%

Reaktionsschritte

A solution of isopropyl 2-isopropoxy-4-oxo-4,5-dihydrofuran-3-carboxylate (0.10 g, 0.44 mmol) which similarly prepared according to the procedure described in the Example 74, Third step using diisopropyl malonate and chloroacetyl chloride, and cyclohexylamine (0.055 mL, 0.48 mmol) in 2-propanol (2.0 mL) was stirred at ambient temperature for 14 h. To this reaction mixture, 7-azaindole-3-carboxaldehyde (0.065 g, 0.44 mmol) and piperidine (0.0044 mL, 0.044 mmol) were added then the mixture was refluxed for further 8 days. Cooled to ambient temperature, the reaction mixture was purified by preparative HPLC to afford the titled compound as solid (0.0079 g, y. 4%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08742113B2
Quelldatensatzuspto-grants-2014_06
ORD IDord-486f09d95e5c4967901e330da4bade40
Quellennotizuspto-grants-2014_06