HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 402480Erstellt: 24. Oktober 2026
Hydrochloric Acid → methyl 2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-ylamino)acetate
https://huagongshe.com/de/reaction/402480
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Glycine methyl ester | HCID 69221 | — |
| Edukt | 6-bromo-1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine | HCID 86672049 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | methyl 2-(1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-6-ylamino)acetate | HCID 67209395 | 32% |
Reaktionsschritte
To a stirred mixture of 6-bromo-1-methyl-3-phenyl-4-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine (0.15 g, 0.422 mmol) and Na2CO3 (0.135 g, 1.267 mmol) in dry DMF (6.0 mL), glycine methylester×HCl (0.08 g, 0.633 mmol) was added at it and heated to 100° C. for 6 h. The reaction mixture was cooled to it and poured into rapidly stirred ice cold water. The crude compound was extracted with EtOAc and purified by column chromatography (eluent: 10% EtOAc in hexane) to yield the title compound as a colorless solid (0.05 g, 32%). [1H-NMR (CDCl3, 300 MHz) δ 7.55-7.38 (m, 5H), 6.68 (s, 1H), 5.42 (t, 1H), 4.32 (d, 2H), 4.05 (s, 3H), 3.75 (s, 3H); LCMS RtC=0.469 min; [M+H]+=364.8]
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08742106B2 |
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| Quelldatensatz | uspto-grants-2014_06 |
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| ORD ID | ord-929f906dc1694cd1887310cfeb9ecb8a |
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| Quellennotiz | uspto-grants-2014_06 |
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