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Bromocyclopentane → methyl 6-bromo-1-cyclopentyl-5-fluoro-1H-indole-3-carboxylate

HRID 1028019
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인쇄 미리보기

반응식

HRID 1028019 반응식
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]([O:13][CH3:14])=[O:12])=[CH:7][NH:8]2)=[CH:4][C:3]=1[F:15].Br[CH:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1.C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([C:11]([O:13][CH3:14])=[O:12])=[CH:7][N:8]2[CH:17]2[CH2:21][CH2:20][CH2:19][CH2:18]2)=[CH:4][C:3]=1[F:15]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8728BromocyclopentaneHCID 10796Cesium carbonateHCID 66731292methyl 6-bromo-5-fluoro-1H-indole-3-carboxylate

생성물 1

HCID 66730949methyl 6-bromo-1-cyclopentyl-5-fluoro-1H-indole-3-carboxylate수율 91.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

A mixture of methyl 6-bromo-5-fluoro-1H-indole-3-carboxylate (9.0 g, 33 mmol), bromocyclopentane (5.3 mL, 49.6 mmol) and Cs2CO3 (21.5 g, 66 mmol) in DMF (40 mL) was stirred at 80° C. overnight. The mixture was then poured into ice water, filtered and washed with water. The solid was collected and dried to give methyl 6-bromo-1-cyclopentyl-5-fluoro-1H-indole-3-carboxylate (10.3 g, yield 91%), which was used in the next step without further purification.

후처리

  1. filtrationfiltered
  2. washwashed with water
  3. customThe solid was collected
  4. customdried

출처 및 근거

ORD 기록
ord-7a3b3a93986d4b2295efb5d3fb85a54d
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08735414B2

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