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

HRID 523568노트

반응식

HRID 523568 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-b9209cf7efe74335a651ddbafdf23358
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09339501B2

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