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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 217586Erstellt: 25. Oktober 2026

Hydrochloric Acid → {3-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-hydroxy-methyl]-2,4-difluoro-phenyl}-carbamic acid benzyl ester

https://huagongshe.com/reaction/217586

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktPotassium HydroxideHCID 14797—
Edukt5-Chloro-1H-pyrrolo[2,3-b]pyridineHCID 24229213—
EduktBenzyl (2,4-difluoro-3-formylphenyl)carbamateHCID 58086235—
LösungsmittelMethanolHCID 887—
Produkt{3-[(5-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)-hydroxy-methyl]-2,4-difluoro-phenyl}-carbamic acid benzyl esterHCID 5808793646,6%

Reaktionsschritte

Into a round bottom flask was added 5-chloro-1H-pyrrolo[2,3-b]pyridine (5, 0.524 g, 3.43 mmol) in 5.00 mL of methanol. Potassium hydroxide (0.800 g, 14.2 mmol) and (2,4-difluoro-3-formyl-phenyl)-carbamic acid benzyl ester (4, 1.02 g, 3.5 mmol) were added and the reaction mixture was stirred overnight. The reaction mixture was poured into 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered and the filtrate concentrated under vacuum and crystallized from ethyl acetate to give the desired compound (6, 710 mg, 46%). MS (ESI) [M+H+]+=444.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08198273B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-f0a4874354a84b36a3e833bf34a2ca59
Quellennotizuspto-grants-2012_06