Cesium carbonate → HCID 59299900, Verbindung

HRID 2236466

Reaktionsgleichung

Reaktionsgleichung von HRID 2236466
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[CH:8][C:7](I)=[C:6]([O:11][CH3:12])[CH:5]=1.[F:14][C:15]1[CH:20]=[CH:19][C:18](B(O)O)=[CH:17][CH:16]=1.C([O-])([O-])=O.[Cs+].[Cs+]>CN(C)C=O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:1][O:2][C:3]([C:4]1[CH:9]=[CH:8][C:7]([C:18]2[CH:19]=[CH:20][C:15]([F:14])=[CH:16][CH:17]=2)=[C:6]([O:11][CH3:12])[CH:5]=1)=[O:13]

Komponenten

6

Edukt 3

HCID 10796Cesium carbonateHCID 2856454-Fluorophenylboronic acidHCID 11243290Methyl 4-iodo-3-methoxybenzoate

Produkt 1

HCID 59299900HCID 59299900, VerbindungAusbeute 92,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

4-Iodo-3-methoxy-benzoic acid methyl ester (292 mg, 1 mmol) and para-fluorophenylboronic acid (160 mg, 1.14 mmol) and Pd(PPh3)4 (80 mg, 0.069 mmol) and Cs2CO3 (600 mg, 1.84 mmol) is mixed in N,N-dimethylformamide (10 mL) and degassed and then heated at 100° C. for 4 hours. After which, the mixture is allowed to cool to room temperature and an aqueous work up is performed and the residue purified to afford the desired product (240 mg, 92%).

Aufarbeitung

  1. customdegassed
  2. temperatureto cool to room temperature
  3. customthe residue purified

Quellen und Nachweise

ORD-Eintrag
ord-48da92eea70c4d6aaf980512b629b03a
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07713994B2

Verknüpfte Notizen

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