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3-Bromoquinoline → HCID 178519901, Verbindung

HRID 918711
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 918711
Brc1cnc2ccccc2c1.OCc1cocn1>Cl[Pd]Cl.Clc1cccnc1.CC(C)c2cccc(C(C)C)c2N3CN(C=C3)c4c(cccc4C(C)C)C(C)C.C(=O)([O-])[O-].[Cs+].[Cs+].C1COCCO1.[Cu]Br.CSC>OCc1coc(-c2cnc3ccccc3c2)n1.OCc1ncoc1-c1cnc2ccccc2c1.OCc1nc(-c2cnc3ccccc3c2)oc1-c1cnc2ccccc2c1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

9

Edukt 2

HCID 214133-BromoquinolineHCID 159305781,3-Oxazol-4-ylmethanol

Produkt 3

HCID 178519901HCID 178519901, VerbindungHCID 178519952HCID 178519952, VerbindungHCID 178520002HCID 178520002, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 10796
Cesium carbonate
Reagenz
HCID 2724234Bromo(thiobis(methane))copperKatalysator
HCID 16218181Dichloro-[1,3-bis(diisopropylphenyl)-2-imidazolidinyliden]-(3-chloropyridyl)palladium(II)Katalysator
HCID 312751,4-DioxaneLösungsmittel3×

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

- reaction input `pd_catalyst` was added as a solution (2-methyltetrahydrofuran 1 mmol/L) and then the solvent was removed to leave solid solute before adding other reactants/reagents; - stirrer was added after `pd_catalyst` and before `base`; - reaction inputs were prepared inside a glove box but the reaction itself did not happen in a glove box; - the reaction vial was sealed after adding all reaction inputs

Aufarbeitung

  1. temperatureThe reactions were then allowed to cool to room temperature
  2. additionEach reaction vial was diluted with 500 uL of a pre-prepared solution consisting of 1 umol dibenzylaniline (labelled as an internal standard for the purposes of PyParse analysis) and 20 umol dimethylsulfoxide in acetonitrile.
  3. stirringThe reactions were sealed and shaken to ensure a homogenous mixture.
  4. aliquot50 uL of each reaction mixture was then aspirated and dispensed to the analysis plate.
  5. additionEach well of the analysis plate was diluted with 150 uL of dimethylsulfoxide, and the analysis plate was sealed with polypropylene film.

Quellen und Nachweise

ORD-Eintrag
ord-779d9cad8bd84b3d96432eb1e713fc1a
Quelldatensatz
C-H activation of oxazoles from the second demo case in the PyParser paper
DOI
10.1039/d3dd00167a

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