Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 1H-1,2,3-Triazole | HCID 67516 | — |
| Edukt | 3-Bromo-5-methylpyridine-2-carboxylic acid | HCID 53395582 | — |
| Produkt | HCID 90405294 | HCID 90405294 | 27% |
| Produkt | HCID 90405969 | HCID 90405969 | 35% |
Reaktionsschritte
To 3-bromo-5-methylpicolinic acid (1.5 g, 7.6 mmol) in DMF (19 mL) was added K2CO3 (1.2 g, 8.4 mmol) and 2H-1,2,3-triazole (440 μL, 7.6 mmol). The mixture was heated to 100° C. for 16 h, cooled to room temperature and extracted with EtOAc (2×). The combined organics were dried (Na2SO4) and concentrated. Purification via silica gel chromatography (5-60% EtOAc in hexanes) gave the title compound (490 mg, 35%)1H NMR (500 MHz, Chloroform-d) 8.58-8.53 (m, 1H), 8.29-8.24 (m, 1H), 7.98 (s, 2H), 2.54 (s, 3H) and 5-methyl-3-(1H-1,2,3-triazol-1-yl)picolinonitrile (387 mg, 27%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09447117B2 |
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| Quelldatensatz | uspto-grants-2016_09 |
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| ORD ID | ord-1baf487d47f44e3d87c80186863a189b |
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| Quellennotiz | uspto-grants-2016_09 |
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