HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 238650Erstellt: 25. Oktober 2026
Triphenylphosphine → [4-(5-Ethanesulfonyl-3-ethyl-pyridin-2-yloxy)-6-fluoro-3-methyl-naphthalen-2-yl]-acetic acid methyl ester
https://huagongshe.com/reaction/238650
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Edukt | Ethylboronic acid | HCID 521157 | — |
| Edukt | [4-(3-Bromo-5-ethanesulfonyl-pyridin-2-yloxy)-6-fluoro-3-methyl-naphthalen-2-yl]-acetic acid methyl ester | HCID 59326492 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | [4-(5-Ethanesulfonyl-3-ethyl-pyridin-2-yloxy)-6-fluoro-3-methyl-naphthalen-2-yl]-acetic acid methyl ester | HCID 59326586 | 47,6% |
Reaktionsschritte
A mixture of [4-(3-bromo-5-ethanesulfonyl-pyridin-2-yloxy)-6-fluoro-3-methyl-naphthalen-2-yl]-acetic acid methyl ester (42 mg, 0.085 mmol), ethylboronic acid (15 mg, 0.20 mmol), bis(triphenylphosphine)dichloropalladium(II) (7.0 mg, 0.01 mmol), potassium phosphate (64 mg, 0.30 mmol), triphenylphosphine (15.2 mg, 0.05 mmol) and toluene (1 mL) was stirred at 100° C. overnight under an argon atmosphere. The resulting mixture was filtered. The filtrate was concentrated in vacuo. The residue was purified by preparative TLC (20% ethyl acetate in petroleum ether) to afford [4-(5-ethanesulfonyl-3-ethyl-pyridin-2-yloxy)-6-fluoro-3-methyl-naphthalen-2-yl]-acetic acid methyl ester (18 mg, 47.6%) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08642629B2 |
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| Quelldatensatz | uspto-grants-2014_02 |
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| ORD ID | ord-cbf8dc933ca44dbaa04705673f6fb29c |
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| Quellennotiz | uspto-grants-2014_02 |
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