HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 541954Erstellt: 25. Oktober 2026
Diisopropylethylamine → tert-Butyl {3-[(2-morpholin-4-yl-5-nitrophenyl)ethynyl]phenyl}carbamate
https://huagongshe.com/reaction/541954
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 4-(2-Bromo-4-nitrophenyl)morpholine | HCID 2765887 | — |
| Edukt | tert-Butyl 3-ethynylphenylcarbamate | HCID 11275982 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | tert-Butyl {3-[(2-morpholin-4-yl-5-nitrophenyl)ethynyl]phenyl}carbamate | HCID 57962728 | 70% |
Reaktionsschritte
A solution of 4-(2-bromo-4-nitrophenyl)morpholine (0.27 g, 0.95 mmol), tert-butyl (3-ethynylphenyl)carbamate, and bis(triphenylphosphine)palladium(II) chloride (67 mg, 95 μmol) in N,N-dimethylformamide (4.4 mL) was treated with N,N-diisopropylethylamine (0.21 mL, 1.2 mmol) and stirred at 80° C. for 16 h. The reaction mixture was diluted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, filtered, and evaporated to give a crude residue. This material was purified by flash column chromatography to give the desired product (0.28 g, 70%) as a solid. LCMS for C23H26N3O5 (M+H)+: m/z=424.0.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08871753B2 |
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| Quelldatensatz | uspto-grants-2014_10 |
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| ORD ID | ord-7108b44f371d48c2bcf50b01928421d7 |
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| Quellennotiz | uspto-grants-2014_10 |
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