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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 1,2,3,4-Tetrahydroquinoline | HCID 69460 | — |
| Edukt | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Reagenz | Cesium carbonate | HCID 10796 | — |
| Katalysator | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 2-Chloro-4-(1,2,3,4-tetrahydroquinolin-1-yl)pyrimidine | HCID 22731923 | 7,28% |
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
| Quelldatensatz | 750 AstraZeneca ELN dataset |
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| ORD ID | ord-4dd72fee5c294abbb8cdefc25f205782 |
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| Quellennotiz | 750 AstraZeneca ELN dataset |
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