HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 525076Erstellt: 24. Oktober 2026
Potassium Carbonate → 4-N-[5-bromothieno[2,3-d]pyrimidin-4-yl]-1-N,1-N-dimethylcyclohexane-1,4-diamine
https://huagongshe.com/de/reaction/525076
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | N,N-Dimethyl-1,4-cyclohexanediamine | HCID 345823 | — |
| Edukt | 5-Bromo-4-chlorothieno[2,3-d]pyrimidine | HCID 45480299 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-N-[5-bromothieno[2,3-d]pyrimidin-4-yl]-1-N,1-N-dimethylcyclohexane-1,4-diamine | HCID 68115342 | — |
Reaktionsschritte
A 50-mL round-bottom flask was charged with commercially available 5-bromo-4-chlorothieno[2,3-d]pyrimidine (300 mg, 1.20 mmol, 1.00 equiv), 1-N,1-N-dimethylcyclohexane-1,4-diamine (205 mg, 1.44 mmol, 1.20 equiv), potassium carbonate (497 mg, 3.60 mmol, 3.00 equiv) in N,N-dimethylformamide (10 mL). The resulting solution was stirred overnight at room temperature. The resulting solution was diluted with 100 mL of water. The resulting solution was extracted with 3×100 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 3×200 mL of brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 250 mg (59%) of 4-N-[5-bromothieno[2,3-d]pyrimidin-4-yl]-1-N,1-N-dimethylcyclohexane-1,4-diamine as a yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09340554B2 |
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| Quelldatensatz | uspto-grants-2016_05 |
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| ORD ID | ord-0ac49c92bb634744a379bcff88c90d49 |
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| Quellennotiz | uspto-grants-2016_05 |
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