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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 299Erstellt: 24. Oktober 2026

2-Methoxy-5-nitroaniline → 5-chloro-4-(1H-indol-3-yl)-N-(2-methoxy-5-nitrophenyl)pyrimidin-2-amine

https://huagongshe.com/de/reaction/299

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Methoxy-5-nitroanilineHCID 7447—
Edukt3-(2,5-Dichloropyrimidin-4-yl)-1H-indoleHCID 56655376—
ReagenzCesium carbonateHCID 10796—
Katalysator1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
KatalysatorPalladium (II) acetateHCID 4144353—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt5-chloro-4-(1H-indol-3-yl)-N-(2-methoxy-5-nitrophenyl)pyrimidin-2-amineHCID 732925460%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a stirred solution of 3-(2,5-dichloropyrimidin-4-yl)-1H-indole (100 mg, 0.38 mmol) in dioxane (10 mL) was added 2-methoxy-5-nitroaniline (63.7 mg, 0.38 mmol), cesium carbonate (247 mg, 0.76 mmol) and (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (26.3 mg, 0.05 mmol). The resulting suspension was purged with nitrogen for 5 minutes. diacetoxypalladium (5.10 mg, 0.02 mmol) was added and the mixture was purged with nitrogen for a further 5 minutes, and then heated at 80 °C overnight. UPLC shows di-Cl SM almost completely consumed but no evidence of desired product. Reaction stopped

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-95b63e9e9ac540bc8fc7f0ffbc5bc6a7
Quellennotiz750 AstraZeneca ELN dataset