Bromine → 5'-Bromo-7'-fluorospiro[cyclopropane-1,3'-indolin]-2'-one

HRID 2250525노트

반응식

HRID 2250525 반응식
[F:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:10]=1[NH:9][C:8](=[O:11])[C:7]12[CH2:13][CH2:12]1.C([O-])(=O)C.[Na+].[Br:19]Br>C(Cl)Cl.CCOCC>[Br:19][C:4]1[CH:5]=[C:6]2[C:10](=[C:2]([F:1])[CH:3]=1)[NH:9][C:8](=[O:11])[C:7]12[CH2:13][CH2:12]1

참가 물질

6

반응물 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 602091727'-Fluorospiro[cyclopropane-1,3'-indolin]-2'-one

생성물 1

HCID 602091735'-Bromo-7'-fluorospiro[cyclopropane-1,3'-indolin]-2'-one수율 82%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매

반응 조건

온도
25 °C

실험 절차

7′-Fluorospiro[cyclopropane-1,3′-indol]-2′(1′H)-one (0.54 g, 3.05 mmol) was dissolved in 20 mL of CH2Cl2 and sodium acetate (0.28 g, 3.36 mmol) was added followed by bromine (0.173 mL, 3.36 mmol). The mixture was stirred at 25° C. for 16 h then diluted with ether and washed with Na2S3O3, sodium bicarbonate, water, brine, dried over MgSO4, and concentrated. Purification by flash chromatography (15% acetone/hexane) afforded 5′-Bromo-7′-fluorospiro[cyclopropane-1,3′-indol]-2′(1′H)-one (0.64 g, 82%) as a white solid:

후처리

  1. washwashed with Na2S3O3, sodium bicarbonate, water, brine
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated
  4. customPurification by flash chromatography (15% acetone/hexane)

출처 및 근거

ORD 기록
ord-c7efae6d294848b9bb0fc73ea2cec4dd
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07317037B2

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