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Hydrochloric Acid → 1-(indan-1-yl)-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile

HRID 730415
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HRID 730415 반응식
[NH2:1][C:2]1[N:3]([CH:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH2:11][CH2:10]2)[CH:4]=[C:5]([C:7]#[N:8])[CH:6]=1.[C:18]([CH2:21][C:22](=O)[CH3:23])(=O)[CH3:19].Cl>C(O)C>[CH:9]1([N:3]2[C:2]3=[N:1][C:18]([CH3:19])=[CH:21][C:22]([CH3:23])=[C:6]3[C:5]([C:7]#[N:8])=[CH:4]2)[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 31261AcetylacetoneHCID 230746595-Amino-1-(2,3-dihydro-1H-inden-1-yl)-1H-pyrrole-3-carbonitrile

생성물 1

HCID 230746201-(indan-1-yl)-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile수율 46%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of 2-amino-1-(indan-1-yl)pyrrole-4-carbonitrile (19.4 g), acetylacetone (9.6 g) and ethanol (375 ml) was added concentrated hydrochloric acid (3 ml), and the mixture was heated under reflux for 3 hours. The reaction solution was concentrated under reduced pressure and an aqueous sodium hydrogen carbonate solution was added to the residue, which was extracted with ethyl acetate. After the organic layer was washed with water and dried (MgSO4), the solvent was distilled off under reduced pressure and the crystal was collected by filtration to give 1-(indan-1-yl)-4,6-dimethyl-1H-pyrrolo[2,3-b]pyridine-3-carbonitrile (11.4 g, 46%).

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. concentrationThe reaction solution was concentrated under reduced pressure
  4. additionan aqueous sodium hydrogen carbonate solution was added to the residue, which
  5. extractionwas extracted with ethyl acetate
  6. washAfter the organic layer was washed with water
  7. dry with materialdried (MgSO4)
  8. distillationthe solvent was distilled off under reduced pressure
  9. filtrationthe crystal was collected by filtration

출처 및 근거

ORD 기록
ord-9e6c8045d888419c817e892eeeea49fd
출처 데이터셋
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07582651B2

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