Potassium Carbonate → 5,6-Dimethyl-3-amino-2-(2',5'-difluorobenzoyl)-thieno[2,3-b]pyridine

HRID 450856

Reaktionsgleichung

Reaktionsgleichung von HRID 450856
C(=O)([O-])[O-].[K+].[K+].[F:7][C:8]1[CH:17]=[CH:16][C:15]([F:18])=[CH:14][C:9]=1[C:10](=[O:13])[CH2:11]Br.[CH3:19][C:20]1[C:21]([CH3:29])=[N:22][C:23]([SH:28])=[C:24]([CH:27]=1)[C:25]#[N:26]>CN(C=O)C.C(OCC)(=O)C>[CH3:19][C:20]1[CH:27]=[C:24]2[C:25]([NH2:26])=[C:11]([C:10](=[O:13])[C:9]3[CH:14]=[C:15]([F:18])[CH:16]=[CH:17][C:8]=3[F:7])[S:28][C:23]2=[N:22][C:21]=1[CH3:29]

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 27782642-Bromo-1-(2,5-difluorophenyl)ethanoneHCID 178426634HCID 178426634, Verbindung

Produkt 1

HCID 692802095,6-Dimethyl-3-amino-2-(2',5'-difluorobenzoyl)-thieno[2,3-b]pyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A suspension of potassium carbonate (0.399 g, 2.89 mmol), 2,5-difluorophenacyl bromide (0.408 g, 1.73 mmol) and 5,6-dimethyl-2-mercaptonicotine nitrile (0.19 g, 1.16 mmol) in dry DMF (4 ml) is stirred at room temperature for 16 h. The resulting mixture is diluted with ethyl acetate and washed with water. Drying over sodium sulfate, filtering, evaporating the solvent and purification of the residue by silicagel column chromatography yields the title compound with a m.p. of 188° C.

Aufarbeitung

  1. washwashed with water
  2. dry with materialDrying over sodium sulfate
  3. filtrationfiltering
  4. customevaporating
  5. customthe solvent and purification of the residue by silicagel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4feec454f3c245e1b30ef272160fd095
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486996B2

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