HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 79590Erstellt: 25. Oktober 2026
Nicotinic Acid → N-(4-(4-benzylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide
https://huagongshe.com/reaction/79590
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Nicotinic Acid | HCID 938 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | (S)-N-(4-(4-(2-(4-chlorophenyl)-3-(isopropylamino)propanoyl)piperazin-1-yl)-1H-pyrrolo [2,3-b]pyridin-3-yl)butyramide | HCID 44199250 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Lithium Hydroxide | HCID 3939 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | N-(4-(4-benzylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide | HCID 68760686 | 59,6% |
Reaktionsschritte
Crude 4-(4-benzylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridin-3-amine (0.200 g, 0.651 mmol, see Example 25), nicotinic acid (0.0961 g, 0.781 mmol) and triethylamine (0.453 mL, 3.25 mmol) were placed in DMF (3 mL) at room temperature. Triethylamine (0.453 mL, 3.25 mmol) was then added, and the reaction was stirred for 1 hour at room temperature. The reaction was then diluted with MeOH (5 mL), and 3M LiOH (0.5 mL) was added and stirred for 10 minutes. The reaction was then poured into saturated Na2CO3 and extracted into DCM. The organic fractions were combined, dried, filtered and concentrated to give a crude residue that was purified by column chromatography (500:20-500:30 DCM:MeOH) to give N-(4-(4-benzylpiperazin-1-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl)nicotinamide (0.160 g, 59.6% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08841304B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-28b8a1ddc7934aa48fe7cedccbd0a135 |
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| Quellennotiz | uspto-grants-2014_09 |
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