HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1429630Erstellt: 25. Oktober 2026
Dimethylformamide → t-butyl 5-((E)-2-dimethylaminovinyl)pyrazine-2-carboxylate
https://huagongshe.com/reaction/1429630
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Dimethylformamide | HCID 6228 | — |
| Edukt | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| Edukt | t-Butyl 5-methylpyrazine-2-carboxylate | HCID 57475683 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | t-butyl 5-((E)-2-dimethylaminovinyl)pyrazine-2-carboxylate | HCID 57475684 | — |
Reaktionsschritte
A mixture of t-butyl 5-methylpyrazine-2-carboxylate (1.35 g), DMF (25 mL) and N,N-dimethylformamide dimethylacetal (25 mL) was stirred at 130° C. for 5 h. The reaction solution was cooled to RT and diluted with EtOAc. The mixture was washed with a saturated NaCl solution three times. The organic layer was dried over anhydrous MgSO4, and the insoluble matter was separated by filtration. The filtrate was concentrated and the residue was purified by silica gel column chromatography to obtain the title compound (648 mg). 1H-NMR (CDCl3) δ (ppm): 1.63 (s, 9H), 3.00 (s, 6H), 5.16 (d, J=12.8 Hz, 1H), 7.72 (d, J=12.8 Hz, 1 H), 8.16 (d, J=1.2 Hz, 1H), 8.81 (d, J=1.6 Hz, 1H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08940734B2 |
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| Quelldatensatz | uspto-grants-2015_01 |
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| ORD ID | ord-11f0504771a747e79eb33b206549c666 |
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| Quellennotiz | uspto-grants-2015_01 |
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