HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 496596Erstellt: 24. Oktober 2026
Potassium Carbonate → Ethyl 4-[(4-fluorobenzenesulfonyl)methylamino]-1,3-dimethyl-1h-pyrazolo[3,4-b] pyridine-5-carboxylate
https://huagongshe.com/de/reaction/496596
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Edukt | 4-fluoro-N-methylbenzene-1-sulfonamide | HCID 2440054 | — |
| Edukt | ethyl 4-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylate | HCID 2736380 | — |
| Katalysator | 18-Crown-6 | HCID 28557 | — |
| Produkt | Ethyl 4-[(4-fluorobenzenesulfonyl)methylamino]-1,3-dimethyl-1h-pyrazolo[3,4-b] pyridine-5-carboxylate | HCID 69733699 | — |
Reaktionsschritte
A mixture of 2.53 g (0.01 mol) of ethyl 4-chloro-1,3-dimethyl-1H pyrazolo[3,4-b]pyridine-5-carboxylate, 1.89 g (0.01 mol) of N-methyl-4-fluorobenzenesulfonamide, 6.91 g (0.05 mol) of anhydrous K2CO3, 0.143 g of 18-crown-6 and 70 ml of anhydrous 1-methyl-2-pyrrolidinone was stirred and heated at 100° C. for 17 hours. The solvent was removed under vacuum and water added to the residue. The mixture was extracted with CH2Cl2, and the extract washed with H2O, brine and dried (Na2SO4). The solution was filtered through a pad of hydrous magnesium silicate and the filtrate concentrated to dryness under vacuum to give 4.98 g of an oil. This oil was chromatographed on a silica gel column with ethyl acetate-hexane(2:3) as solvent to give 3.15 g of solid, mp 107-109° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06946473B2 |
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| Quelldatensatz | uspto-grants-2005_09 |
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| ORD ID | ord-4b82875573834294837352ec2141a354 |
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| Quellennotiz | uspto-grants-2005_09 |
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