HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 22782Erstellt: 23. Oktober 2026
Triphenylphosphine → 4-(6-Chlorobenzofuran-7-ylamino)-6-methoxy-7-(2-pyrrolidin-1-ylethoxy)quinazoline
https://huagongshe.com/de/reaction/22782
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | 1-Pyrrolidineethanol | HCID 76288 | — |
| Edukt | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Edukt | 4-(6-Chlorobenzofuran-7-ylamino)-7-hydroxy-6-methoxyquinazoline | HCID 135733021 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-(6-Chlorobenzofuran-7-ylamino)-6-methoxy-7-(2-pyrrolidin-1-ylethoxy)quinazoline | HCID 10225171 | 25,7% |
Reaktionsschritte
Diethyl azodicarboxylate (0.101 ml) was added dropwise to a stirred mixture of 4-(6-chlorobenzofuran-7-ylamino)-7-hydroxy-6-methoxyquinazoline (0.1 g), 1-(2-hydroxyethyl)pyrrolidine (0.04 g), triphenylphosphine (0.169 g) and methylene chloride (5 ml) and the reaction mixture was stirred at ambient temperature for 2 hours. The solvent was evaporated and the residue was purified by column chromatography on silica using increasingly polar mixture of methylene chloride and a saturated methanolic ammonia solution as eluent. There was thus obtained the title compound (0.033 g) as a solid; NMR Spectrum: (DMSOd6 and CF3CO2D) 1.9 (m, 2H), 2.1 (m, 2H), 3.2 (m, 2H), 3.65-3.85 (m, 4H), 4.05 (s, 3H), 4.6 (m, 2H), 7.15 (d, 1H), 7.45 (s, 1H), 7.6 (d, 1H), 7.8 (d, 1H), 8.1 (d, 1H), 8.25 (s, 1H), 8.85 (s, 1H); Mass Spectrum: M+H+ 439.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06849625B2 |
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| Quelldatensatz | uspto-grants-2005_02 |
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| ORD ID | ord-5775e14afd58470c9edbd4621bc817c6 |
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| Quellennotiz | uspto-grants-2005_02 |
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