HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1621391Erstellt: 23. Oktober 2026
Sodium Carbonate → 4-(2-Chloro-5-methoxypyridin-3-yl)-6-methyl-1,3,5-triazin-2-amine
https://huagongshe.com/de/reaction/1621391
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 4-Chloro-6-methyl-1,3,5-triazin-2-amine | HCID 30591 | — |
| Edukt | 1,4-Dioxane | HCID 31275 | — |
| Edukt | 2-Chloro-5-methoxypyridine-3-boronic acid | HCID 46738816 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 4-(2-Chloro-5-methoxypyridin-3-yl)-6-methyl-1,3,5-triazin-2-amine | HCID 86647048 | 51,4% |
Reaktionsschritte
1,4-dioxane (10.00 mL) and water (2.5 mL) were added to a stirred mixture of 2-chloro-5-methoxypyridin-3-ylboronic acid (1.03 g, 5.48 mmol), 4-chloro-6-methyl-1,3,5-triazin-2-amine (0.72 g, 4.98 mmol), Na2CO3 (1.32 g, 12.5 mmol), and Pd(PPh3)4 (0.576 g, 0.1 eq) and the mixture was sealed and heated at 90° C. overnight. After cooling, the mixture was concentrated. Flash column chromatographic purification (short column, SiO2, pure DCM to 5% MeOH in DCM) provided 4-(2-chloro-5-methoxypyridin-3-yl)-6-methyl-1,3,5-triazin-2-amine (0.644 g, 51%) as a white solid. LCMS (API-ES) m/z 252 (M+H)+; 1H NMR (400 MHz, d6-DMSO) δ 8.24 (d, J=1.17 Hz, 1H) 7.68 (br. s., 2H) 7.65 (d, J=1.17 Hz, 1H) 3.87 (s, 3H) 2.36 (s, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08772480B2 |
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| Quelldatensatz | uspto-grants-2014_07 |
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| ORD ID | ord-acc80c88cf6c4e05b3ecae06d35e0bed |
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| Quellennotiz | uspto-grants-2014_07 |
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