HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1599032Erstellt: 26. Oktober 2026
Sodium hydride → 6-[2-(5-Bromopyrimidin-2-yloxy)ethoxy]-5-(4-methylphenyl)pyrimidin-4-amine
https://huagongshe.com/reaction/1599032
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | 5-Bromo-2-chloropyrimidine | HCID 606665 | — |
| Edukt | 2-{6-Amino-5-(4-methylphenyl)-pyrimidin-4-yloxy}ethanol | HCID 11118297 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 6-[2-(5-Bromopyrimidin-2-yloxy)ethoxy]-5-(4-methylphenyl)pyrimidin-4-amine | HCID 11729102 | 91,1% |
Reaktionsschritte
To a solution of 2-{6-amino-5-(4-methylphenyl)pyrimidin-4-yloxy}-ethanol (7.54 g)in tetrahydrofuran (150 ml) is added sodium hydride (60% dispersion, 1.47 g), and thereto is added 5-bromo-2-chloropyrimidine (7.73 g), and the mixture is stirred at room temperature overnight. To the reaction solution is added a saturated aqueous ammonium chloride solution, and the mixture is evaporated under reduced pressure to remove the solvent. The precipitated crystals are collected by filtration, washed, and dried. The crude crystals are purified by silica gel column chromatography (solvent; chloroform: methanol=100:1~80:1), and recrystallized from tetrahydrofuran-diethyl ether to give 4-amino-6-[2-(5-bromopyrimidin-2-yloxy)ethoxy]-5-(4-methyl-phenyl)pyrimidine (11.27 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US05739333 |
|---|
| Quelldatensatz | uspto-grants-1998_04 |
|---|
| ORD ID | ord-3cb9ba2079ed469a96e2425cd08156f0 |
|---|
| Quellennotiz | uspto-grants-1998_04 |
|---|