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Potassium Carbonate → 3-[2-(Pyridin-2-yl)-5,6-dihydro-4H-pyrrolo [1,2-b]pyrazol-3-yl]-1H-indole

HRID 751314
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HRID 751314 반응식
C(=O)([O-])[O-].[K+].[K+].C1(S([N:16]2[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:18]([C:25]3[C:29]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=4)=[N:28][N:27]4[CH2:36][CH2:37][CH2:38][C:26]=34)=[CH:17]2)(=O)=O)C=CC=CC=1.CO.O>C1(C)C=CC=CC=1>[N:31]1[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=1[C:29]1[C:25]([C:18]2[C:19]3[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=3)[NH:16][CH:17]=2)=[C:26]2[CH2:38][CH2:37][CH2:36][N:27]2[N:28]=1
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참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 22242641Methanol--water (1/1)HCID 586119411-Benzenesulfonyl-3-(2-pyridin-2-yl-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl)-1H-indole

생성물 1

HCID 100176853-[2-(Pyridin-2-yl)-5,6-dihydro-4H-pyrrolo [1,2-b]pyrazol-3-yl]-1H-indole

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

Add potassium carbonate (75 mg, 0.55 mmol) to a solution of 1-benzenesulfonyl-3-[2-(pyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazol-3-yl]-1H-indole (120 mg, 0.27 mmol) in 3:1 methanol/water (1.2 mL). Reflux the reaction mixture for 16 h, cool to room temperature, and add toluene (50 mL). Concentrate in vacuo and purify by flash column chromatography, using the appropriate mixture of methylene chloride, chloroform, methanol, and concentrated aqueous ammonium hydroxide, to provide 6 mg (3% over 2 steps) of the title compound as a yellow solid.

후처리

  1. temperatureReflux the reaction mixture for 16 h
  2. concentrationConcentrate in vacuo
  3. custompurify by flash column chromatography
  4. additionthe appropriate mixture of methylene chloride, chloroform, methanol, and concentrated aqueous ammonium hydroxide

출처 및 근거

ORD 기록
ord-d4df39fe651f43a28ec79a811fd261e8
출처 데이터셋
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07405299B2

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