HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1027697Erstellt: 25. Oktober 2026
Triethylamine → 5-chloro-N,N-dimethylpyrazine-2-carboxamide
https://huagongshe.com/reaction/1027697
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Dimethylamine, hydrochloride | HCID 10473 | — |
| Edukt | 5-Chloropyrazine-2-carbonyl chloride | HCID 15215743 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 5-chloro-N,N-dimethylpyrazine-2-carboxamide | HCID 59000470 | 100,2% |
Reaktionsschritte
5-chloropyrazine-2-carbonyl chloride (2.13 gram, 12.05 mmol) and dimethylamine HCl salt (1.06 gram, 12.7 mmol) were suspended in dichloromethane (50 mL) with stirring. Triethylamine (5.04 mL, 36.2 mmol) in dichloromethane (25 mL) was added dropwise at 0° C. to the reaction mixture. The combined solution was warmed up to ambient temperature and stirred for 4 hours. The compound was diluted with dichloromethane, washed with 1N HCl, water, brine, dried (Na2SO4), filtered and concentrated. The crude product was purified by column chromatography (silica gel, gradient of 30 to 80% ethyl acetate in heptane) to provide desired 5-chloro-N,N-dimethylpyrazine-2-carboxamide (SM-1: 2.24 g, 85%). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 8.74 (d, J=1.37 Hz, 1H) 8.53 (d, J=1.37 Hz, 1H) 3.15 (s, 3H) 3.12 (s, 3H)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08735396B2 |
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| Quelldatensatz | uspto-grants-2014_05 |
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| ORD ID | ord-5aa1f562001546f6b62359321c919f0f |
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| Quellennotiz | uspto-grants-2014_05 |
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