HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 640163Erstellt: 23. Oktober 2026
Tri-o-tolylphosphine → 3-(4-(4-Benzyloxy-benzyl)-pyrazol-1-yl)-pyridin-2-ylamine
https://huagongshe.com/de/reaction/640163
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Tri-o-tolylphosphine | HCID 80271 | — |
| Edukt | 3-(4-Bromo-pyrazol-1-yl)-pyridin-2-ylamine | HCID 59255090 | — |
| Edukt | (4-Benzyloxy-benzyl)-tributyl-stannane | HCID 59255482 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Produkt | 3-(4-(4-Benzyloxy-benzyl)-pyrazol-1-yl)-pyridin-2-ylamine | HCID 59255441 | 5,2% |
Reaktionsschritte
To a mixture of 3-(4-bromo-pyrazol-1-yl)-pyridin-2-ylamine (34 mg, 0.14 mmol) described in Manufacturing Example 39-1-4, (4-benzyloxy-benzyl)-tributyl-stannane (84 mg, 0.17 mmol) described in Manufacturing Example 39-2-1 and N-methylpyrrolidinone (1.5 mL) were added tri-o-tolylphosphine (17 mg, 0.057 mmol) and palladium (II) acetate (3.2 mg, 0.014 mmol) at room temperature, which was stirred for 5 hours at 120° C. The reaction mixture was cooled to room temperature, and filtered after addition of an aqueous potassium fluoride solution and ethyl acetate. The organic layer was separated, washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by reverse-phase high performance liquid chromatography (using an acetonitrile-water mobile phase containing 0.1% trifluoroacetic acid) to obtain the title compound (2.6 mg, 4%) as a trifluoroacetic acid salt.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07691882B2 |
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| Quelldatensatz | uspto-grants-2010_04 |
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| ORD ID | ord-5c8491e7d131409a9a810cd1d6a61ede |
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| Quellennotiz | uspto-grants-2010_04 |
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