Potassium Carbonate → HCID 59304991, Verbindung

HRID 2240252Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2240252
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[N:8]([S:12]([C:15]3[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=3)(=[O:14])=[O:13])[CH:9]=[C:10]([F:11])[C:3]=12.[F:22][C:23]1[CH:29]=[C:28]([N+:30]([O-:32])=[O:31])[CH:27]=[CH:26][C:24]=1[NH2:25].C1(P(C2CCCCC2)C2C=CC=CC=2C2C(C(C)C)=CC(C(C)C)=CC=2C(C)C)CCCCC1.C(=O)([O-])[O-].[K+].[K+]>C(O)(C)(C)C.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]>[F:11][C:10]1[C:3]2[C:2]([NH:25][C:24]3[CH:26]=[CH:27][C:28]([N+:30]([O-:32])=[O:31])=[CH:29][C:23]=3[F:22])=[CH:7][CH:6]=[N:5][C:4]=2[N:8]([S:12]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)(=[O:14])=[O:13])[CH:9]=1

Komponenten

7

Edukt 4

HCID 11430Potassium CarbonateHCID 1012542-Fluoro-4-nitroanilineHCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 497590784-Chloro-3-fluoro-1-(4-methylbenzene-1-sulfonyl)-1H-pyrrolo[2,3-b]pyridine

Produkt 1

HCID 59304991HCID 59304991, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 9811564Bis(dibenzylideneacetone)palladiumKatalysatorHCID 6386tert-ButanolLösungsmittel

Versuchsvorschrift

A solution of 20 mg (0.06 mmol) of 4-chloro-3-fluoro-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridine, 11.5 mg (0.074 mmol) of 2-fluoro-4-nitroaniline, 5.6 mg (0.006 mmol) of tris(dibenzylideneacetone)dipalladium, 5.8 mg (0.012 mmol) of dicyclohexyl(2′,4′,6′-triisopropyl-biphenyl-2-yl)phosphine and 12.7 mg (0.09 mmol) of potassium carbonate in 1.00 ml of degassed tert-butanol is stirred in a sealed pressure vessel at 100° C. for 3 h. After cooling to RT, the reaction mixture is filtered through kieselguhr, the kieselguhr is washed with ethyl acetate and the solvent is removed from the filtrate. The residue is purified by preparative HPLC.

Aufarbeitung

  1. filtrationthe reaction mixture is filtered through kieselguhr
  2. washthe kieselguhr is washed with ethyl acetate
  3. customthe solvent is removed from the filtrate
  4. customThe residue is purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-7335327f794c4aa0ae58f91ad60e77c2
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07723347B2

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