1,8-Diazabicyclo(5.4.0)undec-7-ene → Benzo[b]thiophene, 6-bromo-5-fluoro-

HRID 523568Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 523568
[Br:1][C:2]1[C:3]([F:14])=[CH:4][C:5]2[CH:9]=[C:8](C(O)=O)[S:7][C:6]=2[CH:13]=1.C1CCN2C(=NCCC2)CC1>CC(N(C)C)=O>[Br:1][C:2]1[C:3]([F:14])=[CH:4][C:5]2[CH:9]=[CH:8][S:7][C:6]=2[CH:13]=1

Komponenten

4

Edukt 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 709820566-Bromo-5-fluorobenzo[b]thiophene-2-carboxylic acid

Produkt 1

HCID 70982589Benzo[b]thiophene, 6-bromo-5-fluoro-Ausbeute 87,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

Using analogous reaction condition and reagents as described in Example 25 for the preparation of I-25c above, 6-bromo-5-fluoro-benzo[b]thiophene-2-carboxylic acid (I-27c: 250 mg 0.89 mmol) in DMA (4 mL) and DBU (550 mL, 3.6 mmol) were heated in microwave to afford the crude product. Purification by column chromatography on silica gel (100% hexane) afforded 180 mg of the product (86% yield).

Aufarbeitung

  1. temperaturewere heated in microwave
  2. customto afford the crude product
  3. customPurification by column chromatography on silica gel (100% hexane)

Quellen und Nachweise

ORD-Eintrag
ord-b9209cf7efe74335a651ddbafdf23358
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09339501B2

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