HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 51482Erstellt: 24. Oktober 2026
Sodium hydride → 4-chloro-5-iodo-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidine
https://huagongshe.com/de/reaction/51482
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Tetrahydrofuran-3-yl 4-methylbenzenesulfonate | HCID 13837325 | — |
| Edukt | 6-Chloro-7-iodo-7-deazapurine | HCID 14809281 | — |
| Edukt | HCID 178418361 | HCID 178418361 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-chloro-5-iodo-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidine | HCID 22736415 | — |
Reaktionsschritte
4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (5.0 g) was added to a mixture of sodium hydride (0.79 g of a 60% dispersion in mineral oil) in dimethylformamide (100 ml) with stirring under nitrogen at 0° C. The mixture was stirred until hydrogen evolution ceased. 3-Tosyloxytetrahydrofuran (4.65 g) was added at 0° C. and then the mixture was warmed to 90° C. The mixture was stirred at this temperature for 2 hours and then overnight at ambient temperature. Water (100 ml) was added cautiously and the mixture was extracted with ethyl acetate to give 4-chloro-5-iodo-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidine, m.p. 184-186° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US06713474B2 |
|---|
| Quelldatensatz | uspto-grants-2004_03 |
|---|
| ORD ID | ord-42cab23401b141169cdb7e9ba9557641 |
|---|
| Quellennotiz | uspto-grants-2004_03 |
|---|