HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 78622Erstellt: 26. Oktober 2026
Diethyl Ether → 4-[5-Amino-6-[5-(6-amino-2-pyridyl)-1,3,4-oxadiazol-2-yl]pyrazin-2-yl]-n,n-dimethyl-benzamide
https://huagongshe.com/reaction/78622
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Diethyl Ether | HCID 3283 | — |
| Edukt | Triphenylphosphine dibromide | HCID 70579 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 4-(5-amino-6-(2-(6-aminopyridine-2-carbonyl)hydrazinecarbonyl)pyrazin-2-yl)-N,N-dimethylbenzamide | HCID 59472227 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 4-[5-Amino-6-[5-(6-amino-2-pyridyl)-1,3,4-oxadiazol-2-yl]pyrazin-2-yl]-n,n-dimethyl-benzamide | HCID 59471682 | 54% |
Reaktionsschritte
To a suspension of 4-[5-amino-6-[[(6-aminopyridine-2-carbonyl)amino]carbamoyl]pyrazin-2-yl]-N,N-dimethyl-benzamide (80 mg, 0.1903 mmol) in anhydrous acetonitrile (1.600 mL) cooled in an ice bath, was added DIPEA (73.78 mg, 99.43 μL, 0.5709 mmol) followed by dibromo(triphenyl)phosphorane (104.4 mg, 0.2474 mmol) portionwise. The resulting mixture was stirred at room temperature for 30 min. The precipitate was isolated by filtration, washed with small amount of acetonitrile giving a pale yellow solid. The solid was triturated in hot acetonitrile, cooled, filtered and washed acetonitrile then ether to give the pure product (36.1 mg, 54% yield); 1H NMR (400 MHz, DMSO) d 2.98-3.02 (m, 6H), 6.53 (br s, 2H), 6.69 (m, 1.5H), 7.16 (m, 0.51H), 7.16 (m, 1H), 7.53-7.66 (m, 3H), 8.11 (m, 2H) and 8.94 (s, 1H) ppm; MS (ES+) 403.29
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08841308B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-a8d47d8d82f849cda8c9b2bd0ee65dde |
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| Quellennotiz | uspto-grants-2014_09 |
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