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Acetic Acid → 2-chloro-3-(1H-pyrrol-1-yl)pyridine

HRID 2427092
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HRID 2427092 반응식
C(O)(=O)C.[Cl:5][C:6]1[C:11]([NH2:12])=[CH:10][CH:9]=[CH:8][N:7]=1.CO[CH:15]1[CH2:19][CH2:18][CH:17](OC)O1>O>[Cl:5][C:6]1[C:11]([N:12]2[CH:15]=[CH:19][CH:18]=[CH:17]2)=[CH:10][CH:9]=[CH:8][N:7]=1
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참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 790982,5-DimethoxytetrahydrofuranHCID 805282-Chloro-3-pyridylamine

생성물 1

HCID 27579082-chloro-3-(1H-pyrrol-1-yl)pyridine수율 93.6%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To 30 ml of acetic acid were added 5.0 g of 2-chloro-3-pyridinylamine and 5.6 g of 2,5-dimethoxytetrahydrofuran, and the mixture was heated to reflux for 2 hours. The reaction mixture was allowed to cool to room temperature, poured into water, and then extracted with ethyl acetate two times. The organic layers were combined, washed successively with water and an aqueous saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel chromatography to obtain 6.5 g of 1-(2-chloro-3-pyridinyl)-1H-pyrrole of the formula:

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후처리

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 2 hours
  3. extractionextracted with ethyl acetate two times
  4. washwashed successively with water
  5. dry with materialan aqueous saturated sodium chloride solution, dried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-55f8504b34564a6d9ffacbca3b10db52
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07968573B2

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