HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1042290Erstellt: 25. Oktober 2026
Methanol → N-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-1-chloro-6-methylisoquinolin-5-amine
https://huagongshe.com/reaction/1042290
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Edukt | 1-Chloro-6-methylisoquinolin-5-amine | HCID 59627375 | — |
| Edukt | 4-(2-fluoropyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidine | HCID 59627383 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | N-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-1-chloro-6-methylisoquinolin-5-amine | HCID 59627378 | — |
Reaktionsschritte
A mixture of 1-chloro-6-methylisoquinolin-5-amine (414 mg, 2147 μmol) and 4-(2-fluoropyridin-3-yl)-1H-pyrazolo[3,4-d]pyrimidine (420 mg, 1952 μmol) in THF (20 ml) was sonicated until all solid became a fine powder. Lithium bis(trimethylsilyl)amide, 1.0 M solution in THF (6831 μl, 6831 mmol) was then added (all solids were dissolved and color changed) The mixture was stirred at rt overnight. The mixture was poured into a mixture of MeOH (20 ml) and AcOH (2 ml) and then solvent was removed in vacuo. 2 M NH3/MeOH (30 ml) was added and then solvent was removed in vacuo. The product was purified by flash chromatography eluting with MeOH/DCM (0-5%) to give N-(3-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)pyridin-2-yl)-1-chloro-6-methylisoquinolin-5-amine. MS Found (ESI pos. ion) m/z 388 (M+H+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08557830B2 |
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| Quelldatensatz | uspto-grants-2013_10 |
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| ORD ID | ord-118208ef04274e5680c3c4c71d6071e0 |
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| Quellennotiz | uspto-grants-2013_10 |
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