Tricyclohexylphosphine → HCID 70977491, Verbindung

HRID 1521605Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1521605
Br[C:2]1[CH:3]=[C:4]([C:8]2([C:11]([O:13][CH3:14])=[O:12])[CH2:10][CH2:9]2)[CH:5]=[N:6][CH:7]=1.[B:15]1(B2OC(C)(C)C(C)(C)O2)[O:19]C(C)(C)C(C)(C)[O:16]1.C1(P(C2CCCCC2)C2CCCCC2)CCCCC1.C([O-])(=O)C.[K+]>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].O1CCOCC1>[CH3:14][O:13][C:11]([C:8]1([C:4]2[CH:3]=[C:2]([B:15]([OH:19])[OH:16])[CH:7]=[N:6][CH:5]=2)[CH2:10][CH2:9]1)=[O:12]

Komponenten

7

Edukt 4

HCID 75806TricyclohexylphosphineHCID 517044Potassium AcetateHCID 2733548Bis(pinacolato)diboraneHCID 59578399Methyl 1-(5-bromopyridin-3-yl)cyclopropanecarboxylate

Produkt 1

HCID 70977491HCID 70977491, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9811564Bis(dibenzylideneacetone)palladiumKatalysatorHCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a vial containing the title compound from Example 71 Step B (0.150 g, 0.586 mmol), bis(pinacolato)diboron (0.178 g, 0.703 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.054 g, 0.059 mmol), tricyclohexylphosphine (0.033 g, 0.117 mmol) and potassium acetate (0.17 g, 1.76 mmol) was added dioxane (5.9 mL). The reaction was heated to 80° C. for 16 hours. It was then cooled to room temperature, passed through a syringe filter and concentrated under reduced pressure to afford the title compound: LCMS m/z 221.63 [M+H]+.

Aufarbeitung

  1. temperatureIt was then cooled to room temperature
  2. custompassed through a syringe
  3. filtrationfilter
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-fa6fbae1abb14217b18e3565efe9b0a9
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09073929B2

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