HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 645686Erstellt: 24. Oktober 2026
Water → N4-(1H-indazol-6-yl)-N2-(4-(methylthio)phenyl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine
https://huagongshe.com/de/reaction/645686
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Chlorotrimethylsilane | HCID 6397 | — |
| Edukt | 4-(Methylthio)aniline | HCID 66038 | — |
| Edukt | 2-chloro-N-(1H-indazol-6-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine | HCID 86628035 | — |
| Lösungsmittel | 1-Butanol | HCID 263 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | N4-(1H-indazol-6-yl)-N2-(4-(methylthio)phenyl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine | HCID 57585782 | 45,5% |
Reaktionsschritte
A mixture of 2-chloro-N-(1H-indazol-6-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (400 mg, 0.912 mmol), 4-(methylthio)aniline (0.227 mL, 1.83 mmol) and trimethylsilyl chloride (TMSCl) (0.231 mL, 1.83 mmol) in n-butyl alcohol (8 mL) was heated at 116° C. for 72 h. Water and ethyl acetate were then added. The organic phase was separated, washed with 5% NaHCO3, dried over Na2SO4, and concentrated in vacuo. The residue was dissolved in CH3CN (20 mL), and water was added to induced precipitation. The solid was collected by filtration to give N4-(1H-indazol-6-yl)-N2-(4-(methylthio)phenyl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine (225 mg). The filtrate was also purified by HPLC to give another portion of the desired product (127 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07705004B2 |
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| Quelldatensatz | uspto-grants-2010_04 |
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| ORD ID | ord-8a6b4e6e18b543378769ec5d14376460 |
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| Quellennotiz | uspto-grants-2010_04 |
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