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

HRID 523568ノート

反応式

HRID 523568 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 70982589Benzo[b]thiophene, 6-bromo-5-fluoro-収率 87.5%

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-b9209cf7efe74335a651ddbafdf23358
出典データセット
uspto-grants-2016_05
特許番号
US09339501B2

反応ノート

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