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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 58178Erstellt: 25. Oktober 2026

Cesium carbonate → HCID 178496132, Verbindung

https://huagongshe.com/reaction/58178

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt6-chloro-N-methylpyrimidin-4-amineHCID 309479—
Edukt1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Edukt4-(2-Methoxyethoxy)-2-nitroanilineHCID 20478764—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelMethanolHCID 887—
LösungsmittelTolueneHCID 1140—
LösungsmittelDichloromethaneHCID 6344—
ProduktHCID 178496132HCID 178496132102,3%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

4-(2-methoxyethoxy)-2-nitroaniline (0.6 g, 2.830 mmol) and 6-chloro-N-methylpyrimidin-4-amine (0.404 g, 2.830 mmol) were taken in 10 mL of dry toluene in a seal tube under Argon atmosphere at room temperature. The Argon gas purging was continued for additional 5-10 min. Then Cs2CO3 (2.3 g, 7.075 mmol, 2.5 eq) and Xantphos (0.490 g, 0.849 mmol) were added and the resulting reaction mixture was purged with argon gas for 5 min, followed by Pd2(dba)3 (0.518 g, 0.566 mmol) was added. The argon gas purging was continued for additional 5 min before sealing the reaction vial. Then the reaction mixture was heated at 100° C. for 7 h. After completion of the reaction by TLC (DCM:MeOH, 98:2), reaction mass was filtered through celite and the filtrate was evaporated under vacuum to get a crude residue. The crude residue was purified by column chromatography on silica gel to afford the title compound (0.93 g, yield: 70%); MS (ESI): 320.3 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434697B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-10b134b340de4155a22735b085ebb7f5
Quellennotizuspto-grants-2016_09