Potassium Carbonate → N-((6-bromobenzo[b]thiophen-3-yl)methyl)-N-methylmethanesulfonamide

HRID 1930286Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1930286
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:9]=[C:8](C(OCC)=O)[S:7][C:6]=2[CH:15]=1.[CH3:16][NH:17][S:18]([CH3:21])(=[O:20])=[O:19].[C:22](=O)([O-])[O-].[K+].[K+]>CN(C)C(=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:9]([CH2:16][N:17]([CH3:22])[S:18]([CH3:21])(=[O:20])=[O:19])=[CH:8][S:7][C:6]=2[CH:15]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 97632N-MethylmethanesulfonamideHCID 13567982Ethyl 6-bromo-1-benzothiophene-2-carboxylate

Produkt 1

HCID 67066523N-((6-bromobenzo[b]thiophen-3-yl)methyl)-N-methylmethanesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of the product from Example 46, Part D (0.100 g, 0.382 mmol), N-methylmethanesulfonamide (45.9 mg, 0.421 mmol) and potassium carbonate (0.127 g, 0.918 mmol) in N,N-dimethylacetamide (5 mL). The mixture was stirred at 80° C. for 11 h, cooled to room temperature and partitioned between diethylether and water (3×), dried overmgSO4, filtered and concentrated in vacuo to give the title compound as a colorless waxy solid (0.128 g, quant.).

Aufarbeitung

  1. temperaturecooled to room temperature
  2. custompartitioned between diethylether and water (3×)
  3. customdried overmgSO4,
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c7e7b9a90b1c4a088393ee1b93c4ae4f
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08188104B2

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