HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77465Erstellt: 25. Oktober 2026
Thionyl Chloride → 5-(chloromethyl)-N-(4-(difluoromethoxy)phenyl)-4-methoxypyrimidin-2-amine hydrochloride
https://huagongshe.com/reaction/77465
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Thionyl Chloride | HCID 24386 | — |
| Edukt | (2-((4-(Difluoromethoxy)phenyl)amino)-4-methoxypyrimidin-5-yl)methanol | HCID 86679751 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 5-(chloromethyl)-N-(4-(difluoromethoxy)phenyl)-4-methoxypyrimidin-2-amine hydrochloride | HCID 86679752 | 98,5% |
Reaktionsschritte
Thionyl chloride (0.295 mL, 4.04 mmol) was added to a suspension of ((2-((4-(difluoromethoxy)phenyl)amino)-4-methoxypyrimidin-5-yl)methanol (0.3 g, 1.009 mmol) in DCM (10 mL) cooled to 0° C. The mixture was stirred for 18 h while warming to room temperature. The reaction mixture was concentrated and dried under vacuum to give 5-(chloromethyl)-N-(4-(difluoromethoxy)phenyl)-4-methoxypyrimidin-2-amine hydrochloride as a beige solid (0.35 g, 97%). 1H NMR (400 MHz, DMSO-d6) δ ppm 9.98 (s, 1H), 8.34 (s, 1H), 7.87-7.72 (m, 2H), 7.42-6.86 (m, 3H), 4.67 (s, 2H), 4.02 (s, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08841301B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-500c68c734dc453c8964554184aa6180 |
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| Quellennotiz | uspto-grants-2014_09 |
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