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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 466Erstellt: 23. Oktober 2026

Glycine ethyl ester, hydrochloride → Ethyl 2-[(3-amino-5-fluoro-2-pyridinyl)amino]acetate

https://huagongshe.com/de/reaction/466

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktGlycine ethyl ester, hydrochlorideHCID 2723640—
Edukt2-Bromo-5-fluoropyridin-3-amineHCID 40427367—
ReagenzCesium carbonateHCID 10796—
KatalysatorBinap, (A+-)-HCID 634876—
KatalysatorPalladium (II) acetateHCID 4144353—
LösungsmittelTolueneHCID 1140—
ProduktEthyl 2-[(3-amino-5-fluoro-2-pyridinyl)amino]acetateHCID 1322248480%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

In a 50 mL round-bottomed flask 2-bromo-5-fluoropyridin-3-amine (500 mg, 2.62 mmol) ethyl 2-aminoacetate hydrochloride (731 mg, 5.24 mmol) BINAP (163 mg, 0.26 mmol) palladium(II) acetate (58.8 mg, 0.26 mmol) CESIUM CARBONATE (2559 mg, 7.85 mmol) were taken.The solids were mixed well and degassed.The toluene was taken in another RB and degassed using Nitrogen.The degassed toluene was then added to the solids.The resulting RM was heated to reflux for 16 hrs. The reaction was monitored by LCMS, which indicated starting material only and no required product. Therefore, the batch was discarded.

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-a7df51f0be0a4af98f3bfe87d6600255
Quellennotiz750 AstraZeneca ELN dataset