Potassium Phosphate, Tribasic → 4-{6-[3-(4-Fluorophenyl)-1-trityl-1H-4-pyrazolyl]imidazo[1,2-a]pyridin-3-yl}benzamide

HRID 1792513

Reaktionsgleichung

Reaktionsgleichung von HRID 1792513
CC1(C)C(C)(C)OB([C:9]2[CH:17]=[CH:16][C:12]([C:13]([NH2:15])=[O:14])=[CH:11][CH:10]=2)O1.[F:19][C:20]1[CH:25]=[CH:24][C:23]([C:26]2[C:30]([C:31]3[CH:32]=[CH:33][C:34]4[N:35]([C:37](I)=[CH:38][N:39]=4)[CH:36]=3)=[CH:29][N:28]([C:41]([C:54]3[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=3)([C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=3)[C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)[N:27]=2)=[CH:22][CH:21]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>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.CN(C)C=O>[F:19][C:20]1[CH:21]=[CH:22][C:23]([C:26]2[C:30]([C:31]3[CH:32]=[CH:33][C:34]4[N:35]([C:37]([C:9]5[CH:10]=[CH:11][C:12]([C:13]([NH2:15])=[O:14])=[CH:16][CH:17]=5)=[CH:38][N:39]=4)[CH:36]=3)=[CH:29][N:28]([C:41]([C:42]3[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=3)([C:48]3[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=3)[C:54]3[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=3)[N:27]=2)=[CH:24][CH:25]=1

Komponenten

6

Edukt 3

HCID 62657Potassium Phosphate, TribasicHCID 27605884-(Tetramethyl-1,3,2-dioxaborolan-2-yl)benzamideHCID 220310706-[3-(4-fluorophenyl)-1-trityl-1H-pyrazolyl]-3-iodoimidazo[1,2-a]pyridine

Produkt 1

HCID 220314984-{6-[3-(4-Fluorophenyl)-1-trityl-1H-4-pyrazolyl]imidazo[1,2-a]pyridin-3-yl}benzamideAusbeute 43,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

222 mg of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide prepared according to T. Ishiyama et al., J. Org. Chem., 60, 7508 (1995), 323 mg of 6-[3-(4-fluorophenyl)-1-trityl-1H-pyrazolyl]-3-iodoimidazo[1,2-a]pyridine (compound in Production Example 39), 200 mg tripotassium phosphate, 30 mg tetrakis(triphenylphosphine)palladium and 30 mL N,N-dimethylformamide were heated at 75° C. for 3 hours under nitrogen atmosphere. The solvent was removed, and the residue was purified by NH silica gel chromatography (hexane/ethyl acetate) to give 138 mg of the title compound (film).

Aufarbeitung

  1. customThe solvent was removed
  2. customthe residue was purified by NH silica gel chromatography (hexane/ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-beca258f008742348208e589e2ecd2f0
Quelldatensatz
uspto-grants-2006_07
Patentnummer
US07074801B1

Verknüpfte Notizen

Wird geladen…