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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 249817Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/249817

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktMethanolHCID 887—
EduktPotassium HydroxideHCID 14797—
Edukt5-Chloro-1H-pyrrolo[2,3-b]pyridineHCID 24229213—
EduktBenzyl (2,4-difluoro-3-formylphenyl)carbamateHCID 58086235—
Produkt{2,4-difluoro-3-[hydroxy-(1H-pyrrolo[2,3-b]pyridin-3-yl)-methyl]-phenyl}-carbamic acid benzyl esterHCID 6667927850,6%

Reaktionsschritte

Into a round bottom flask was added 5-chloro-1-pyrrolo[2,3-b]pyridine (6, 0.524 g, 3.43 mmol, prepared as described in Example 5) in methanol (5.00 mL, 0.123 mol). Potassium hydroxide (0.800 g, 14.2 mmol) and (2,4-difluoro-3-formyl-phenyl)-carbamic acid benzyl ester (53, 1.02 g, 3.5 mmol) were added and the reaction mixture was stirred overnight. The reaction mixture was poured into 1N HCl and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, concentrated and crystallized from ethyl acetate to give compound 54 (710 mg, 46%). MS (ESI)[M+H+]+=444.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07863289B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-597c4724684e4fcfb69cb29bb8609a82
Quellennotizuspto-grants-2011_01