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Imidazo[1,2-a]pyridin-2-ylmethanol → Imidazo(1,2-a)pyridine-2-carbaldehyde

HRID 1772035
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HRID 1772035 반응식
[N:1]1[C:2]([CH2:10][OH:11])=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12>CCO.[O-2].[Mn+4].[O-2]>[NH3:1].[OH2:11].[N:1]1[C:2]([CH:10]=[O:11])=[CH:3][N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12
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참가 물질

5

반응물 1

HCID 2795540Imidazo[1,2-a]pyridin-2-ylmethanol

생성물 2

HCID 4961257Imidazo(1,2-a)pyridine-2-carbaldehyde수율 30.8%HCID 12896473Azane;hydrate수율 0.01%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 702Ethanol용매

실험 절차

To a solution of imidazo[1,2-a]pyridin-2-ylmethanol (3.0 g, 20 mmol) in EtOH (50 mL) was added manganese (IV) oxide (8.8 g, 100 mmol). The mixture was refluxed for 2 days. After cooling to room temperature, the mixture was filtered through Celite, and the filtrate was concentrated. The residue was purified by reverse phase column chromatography (eluting with acetonitrile in water 25% v/v, with 0.01% NH3.H2O) to afford the title compound (0.45 g, 15% yield) as a yellow solid. ESI MS: m/z 147 [M+H]+.

후처리

  1. temperatureThe mixture was refluxed for 2 days
  2. filtrationthe mixture was filtered through Celite
  3. concentrationthe filtrate was concentrated
  4. customThe residue was purified by reverse phase column chromatography (
  5. washeluting with acetonitrile in water 25% v/v

출처 및 근거

ORD 기록
ord-f1a56ae2a061441bbe4589d52fdcfbbb
출처 데이터셋
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09249162B2

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