Sodium Carbonate → HCID 11582566, Verbindung

HRID 16100Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 16100
B([C:4]1[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:5]=1[O:6][C@@H:7]([CH3:11])[C:8]([OH:10])=[O:9])(O)O.Br[C:18]1[CH:32]=[CH:31][C:21]([C:22]([N:24]([CH:28]([CH3:30])[CH3:29])[CH:25]([CH3:27])[CH3:26])=[O:23])=[C:20]([F:33])[CH:19]=1.C(=O)([O-])[O-].[Na+].[Na+]>C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2].O1CCOCC1>[CH3:27][CH:25]([N:24]([CH:28]([CH3:30])[CH3:29])[C:22]([C:21]1[CH:31]=[CH:32][C:18]([C:4]2[CH:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:5]=2[O:6][C@@H:7]([CH3:11])[C:8]([OH:10])=[O:9])=[CH:19][C:20]=1[F:33])=[O:23])[CH3:26]

Komponenten

6

Edukt 3

HCID 10340Sodium CarbonateHCID 672771854-bromo-2-fluoro-N,N-bis(1-methylethyl)-benzamideHCID 67277298(2S)-2-(2-borono-4-chlorophenoxy)-propanoic acid

Produkt 1

HCID 11582566HCID 11582566, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418228Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)KatalysatorHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

The product of step c) (200 mg), the product of step d) (200 mg), Pd(dppf)Cl2 (60 mg), sodium carbonate (350 mg) and dioxan (5 ml) were charged to a flask and heated at reflux for 24 h, then cooled to room temp and filtered (hyflo). The filtrate was concentrated in vacuo, then purified by reverse phase HPLC to give the title compound. Yield 22 mg

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 24 h
  3. filtrationfiltered (hyflo)
  4. concentrationThe filtrate was concentrated in vacuo
  5. custompurified by reverse phase HPLC

Quellen und Nachweise

ORD-Eintrag
ord-a10d245fc92c400e98ec2b3607f30896
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07737135B2

Notizen zur Reaktion

Wird geladen…