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Cesium carbonate → 6-Bromo-1-(3-cyclopropoxypropyl)-3,3-dimethylindolin-2-one

HRID 1507590
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HRID 1507590 반응식
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:13])([CH3:12])[C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[Cs+].[Cs+].Br[CH2:21][CH2:22][CH2:23][O:24][CH:25]1[CH2:27][CH2:26]1>CN(C=O)C>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:13])([CH3:12])[C:7](=[O:11])[N:8]2[CH2:21][CH2:22][CH2:23][O:24][CH:25]2[CH2:27][CH2:26]2)=[CH:4][CH:3]=1
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참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 106576496-bromo-3,3-dimethyl-2,3-dihydro-1H-indol-2-oneHCID 90046503(3-Bromopropoxy)cyclopropane

생성물 1

HCID 900463506-Bromo-1-(3-cyclopropoxypropyl)-3,3-dimethylindolin-2-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
70 °C

실험 절차

To a suspension of 6-bromo-3,3-dimethylindolin-2-one (example 14a, 300 mg, 1.25 mmol) and Cs2CO3 (814 mg, 2.5 mmol) in DMF (2 ml) was added a solution of (3-bromopropoxy)cyclopropane (447 mg, 2.5 mmol) in DMF (0.5 ml). The reaction mixture was heated to 70° C. for 3 hours. The reaction mixture was filtered through sintered glass and concentrated. The crude material was purified by flash chromatography on silica gel using ethyl acetate as eluent. The title compound was obtained as orange viscous oil (360 mg).

후처리

  1. filtrationThe reaction mixture was filtered through sintered glass
  2. concentrationconcentrated
  3. customThe crude material was purified by flash chromatography on silica gel

출처 및 근거

ORD 기록
ord-eeb776ded8f2482daf1f5e5d5b8d17e0
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09221816B2

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