HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1516850Erstellt: 27. Oktober 2026
Sodium hydride → 2-chloro-4-(4-cyclopropyl-2,6-dimethylphenoxy)-5H-pyrrolo[3,2-d]pyrimidine
https://huagongshe.com/reaction/1516850
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine | HCID 5375053 | — |
| Edukt | 4-Cyclopropyl-2,6-dimethylphenol | HCID 57693555 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Produkt | 2-chloro-4-(4-cyclopropyl-2,6-dimethylphenoxy)-5H-pyrrolo[3,2-d]pyrimidine | HCID 57693605 | 10,1% |
Reaktionsschritte
To a stirred suspension of NaH (25 mg, 0.64 mmol) in dry NMP (1.5 mL) was added 4-cyclopropyl-2,6-dimethylphenol (103 mg, 0.64 mmol) and the resolution mixture was stirred at room temperature for 30 min under argon. The reaction mixture was added to a solution of 2,4-dichloro-5H-pyrrolo[3,2-d]pyrimidine (120 mg, 0.64 mmol) in dry NMP (1.7 mL) and heated at 90° C. for 16 h. After completion of the reaction, the resulting mixture was diluted with water and washed with EtOAc. The combined organic layers were washed with water, brine, dried over Na2SO4, filtered, and concentrated in vacuo. The crude product was purified by column chromatography, eluting with hexanes/ethyl acetate (4:1-2:1), to give the product as a light yellow solid (20.2 mg, 8%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08227601B2 |
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| Quelldatensatz | uspto-grants-2012_07 |
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| ORD ID | ord-ccb2945576734e0688a96ea7a69e4997 |
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| Quellennotiz | uspto-grants-2012_07 |
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