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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 75Erstellt: 23. Oktober 2026

1,2,3,4-Tetrahydroquinoline → 2-Chloro-4-(1,2,3,4-tetrahydroquinolin-1-yl)pyrimidine

https://huagongshe.com/de/reaction/75

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2,3,4-TetrahydroquinolineHCID 69460—
Edukt2,4-DichloropyrimidineHCID 77531—
ReagenzCesium carbonateHCID 10796—
Katalysator1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTolueneHCID 1140—
Produkt2-Chloro-4-(1,2,3,4-tetrahydroquinolin-1-yl)pyrimidineHCID 227319237,28%

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

2,4-dichloropyrimidine (200 mg, 1.34 mmol), 9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene (78 mg, 0.13 mmol), Tris(dibenzylideneacetone)dipalladium(0) (61.5 mg, 0.07 mmol) and Cesium carbonate (656 mg, 2.01 mmol) was added to a microwave vial. toluene (2 mL) was added. 1,2,3,4-tetrahydroquinoline (179 mg, 1.34 mmol) was added. Heated to 120ºC in microwave oven for 90min. Crude filtered through celite and then added to prepHPLC. 30-70% acetonitrile in water. Pure fractions pooled and then freezedried over night. Yielded 1-(2-chloropyrimidin-4-yl)-1,2,3,4-tetrahydroquinoline (24.00 mg, 7.28 %)

Herkunft & Nachweise

Quelldatensatz750 AstraZeneca ELN dataset
ORD IDord-4dd72fee5c294abbb8cdefc25f205782
Quellennotiz750 AstraZeneca ELN dataset