HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1522397Erstellt: 26. Oktober 2026
Sodium Carbonate → N-[(4,6-Dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-6-(1H-indazol-6-yl)-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide
https://huagongshe.com/reaction/1522397
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 6-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole | HCID 44119250 | — |
| Edukt | 6-Chloro-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide | HCID 56597425 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | N-[(4,6-Dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-6-(1H-indazol-6-yl)-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide | HCID 56598542 | — |
Reaktionsschritte
The title compound was prepared in the same manner as described in example 74 from 6-chloro-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-1-(1-methylethyl)-1H-pyrazolo[3,4-b]pyridine-4-carboxamide (70 mg, 0.187 mmol), 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole (59.4 mg, 0.243 mmol), DMSO(1.5 mL), sodium carbonate (0.281 mL, 0.562 mmol), and bis(triphenylphosphine)palladium(II) chloride (10.51 mg, 0.015 mmol). The final product was collected as 55 mg (65%). LCMS E-S (M+H)=456.0 1H NMR (400 MHz, DMSO-d6) δ ppm 1.49-1.65 (m, J=6.4 Hz, 6 H), 2.14 (s, 3 H), 2.23 (s, 3 H), 4.43 (d, J=4.6 Hz, 2 H), 5.36 (quin, J=6.7 Hz, 1 H), 5.87-5.97 (m, 1 H), 7.52-7.72 (m, 2 H) 7.92 (d, J=8.6 Hz, 1 H), 8.08 (d, J=8.6 Hz, 1 H), 8.16 (s, 1 H), 8.26 (s, 1 H), 8.37-8.49 (m, 2 H), 8.96-9.14 (m, 1 H), 11.59 (br. s., 1 H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09073924B2 |
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| Quelldatensatz | uspto-grants-2015_07 |
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| ORD ID | ord-d64ec184cf9449b58baa02caaf2f5d77 |
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| Quellennotiz | uspto-grants-2015_07 |
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