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2-Furanacetonitrile, alpha-amino- → alpha-(Imidazo[1,2-a]pyridin-5-ylcarbonylamino)-(2-furyl)acetonitrile

HRID 1440474
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HRID 1440474 반응식
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]([NH2:9])[C:7]#[N:8].[N:10]1[CH:11]=[CH:12][N:13]2[C:18]([C:19](Cl)=[O:20])=[CH:17][CH:16]=[CH:15][C:14]=12>C(#N)C>[N:10]1[CH:11]=[CH:12][N:13]2[C:18]([C:19]([NH:9][CH:6]([C:2]3[O:1][CH:5]=[CH:4][CH:3]=3)[C:7]#[N:8])=[O:20])=[CH:17][CH:16]=[CH:15][C:14]=12
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참가 물질

4

반응물 2

HCID 111477062-Furanacetonitrile, alpha-amino-HCID 54354734Imidazo[1,2-a]pyridine-5-carboxylic acid chloride

생성물 1

HCID 18983877alpha-(Imidazo[1,2-a]pyridin-5-ylcarbonylamino)-(2-furyl)acetonitrile수율 64%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

α-(2-Furyl)-α-aminoacetonitrile (0.7 g, 5.5 m moles) was dissolved in acetonitrile (20 ml), and imidazo[1,2-a]pyridine-5-carboxylic acid chloride (1.0 g, 5.5 m moles) was added thereto and reacted at room temperature for 2 hours. After completion of the reaction, the solvent was removed from the reaction mixture. To the residue were added water (20 ml), saturated aqueous solution of sodium bicarbonate (50 ml) and chloroform (50 ml), and the mixture was stirred. The organic layer was separated, dried over anhydrous magnesium sulfate and concentrated. The concentrate was purified by column chromatography on silica gel (eluent: methanol/chloroform=1/9) to give the object compound (0.9 g, yield 64%) as amorphous solid.

후처리

  1. customreacted at room temperature for 2 hours
  2. customAfter completion of the reaction
  3. customthe solvent was removed from the reaction mixture
  4. additionTo the residue were added water (20 ml), saturated aqueous solution of sodium bicarbonate (50 ml) and chloroform (50 ml)
  5. customThe organic layer was separated
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated
  8. customThe concentrate was purified by column chromatography on silica gel (eluent: methanol/chloroform=1/9)

출처 및 근거

ORD 기록
ord-a21315f8e7394331bdcdcccd9ecd41ba
출처 데이터셋
uspto-grants-1996_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05498774

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