HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 70335Erstellt: 23. Oktober 2026
Sodium Carbonate → N-[(3,5-difluoro-3'-nitro-4-biphenylyl)methyl]-2,3-dihydro-1H-inden-2-amine
https://huagongshe.com/de/reaction/70335
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Benzene, 1-bromo-3-nitro- | HCID 11457 | — |
| Edukt | {4-[(2,3-dihydro-1H-inden-2-ylamino)methyl]-3,5-difluorophenyl}boronic acid | HCID 59316459 | — |
| Katalysator | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | N-[(3,5-difluoro-3'-nitro-4-biphenylyl)methyl]-2,3-dihydro-1H-inden-2-amine | HCID 67160310 | — |
Reaktionsschritte
A mixture of {4-[(2,3-dihydro-1H-inden-2-ylamino)methyl]-3,5-difluoro-phenyl}boronic acid (740 mg, 2.44 mmol; Ex V-22), 3-bromonitrobenzene (495 mg, 2.44 mmol), PdCl2(dppf)2 (100 mg, 0.12 mmol) and Na2CO3 (4.90 mL, 2.0 M (aq)) in DME (10 mL) was stirred at 80° C. for 45 min. The mixture was diluted with EtOAc then filtered through a pad of Celite and silica gel. The filtrate was washed with H2O and brine, dried over Na2SO4 then concentrated to give N-[(3,5-difluoro-3′-nitro-4-biphenylyl)methyl]-2,3-dihydro-1H-inden-2-amine as a tan glass. LC/MS (method A) 0.62 min, (m/z) 381 (70%), 382 (100%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08822518B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-53a5403519d04d5e939b86c3c3f282f8 |
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| Quellennotiz | uspto-grants-2014_09 |
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