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Aluminium lithium hydride → 7-Chloro-1-(3-hydroxypropyl)imidazo[1,5-a]quinoxalin-4(5H)-one

HRID 2068953
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반응식

HRID 2068953 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]1[C:12]([CH2:15][CH2:16][C:17](OCC)=[O:18])=[N:13][CH:14]=[C:7]1[C:6](=[O:22])[NH:5]2.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]1[C:12]([CH2:15][CH2:16][CH2:17][OH:18])=[N:13][CH:14]=[C:7]1[C:6](=[O:22])[NH:5]2
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참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 59198693Ethyl 3-(7-chloro-4-oxo-4,5-dihydroimidazo-[1,5-a]quinoxalin-1-yl)propanoate

생성물 1

HCID 591985737-Chloro-1-(3-hydroxypropyl)imidazo[1,5-a]quinoxalin-4(5H)-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Fifty (50) mg of ethyl 3-(7-chloro-4-oxo-4,5-dihydroimidazo-[1,5-a]quinoxalin-1-yl)propanoate as synthesized in Example 176 was dissolved in 5 mL of tetrahydrofuran, and to the solution 8.9 mg of lithium aluminum hydride was added under cooling with ice. After 30 minutes' stirring, the residual lithium aluminum hydride was quenched with ice pieces, and the reaction liquid was extracted with ethyl acetate. The extract was washed with saturated aqueous ammonium chloride solution, saturated aqueous sodium hydrogencarbonate solution, and with saturated brine by the order stated, and dried over anhydrous sodium sulfate. Distilling the solvent off from the product, 38 mg of the title compound was obtained.

후처리

  1. temperatureunder cooling with ice
  2. customthe residual lithium aluminum hydride was quenched with ice pieces
  3. customthe reaction liquid
  4. extractionwas extracted with ethyl acetate
  5. washThe extract was washed with saturated aqueous ammonium chloride solution, saturated aqueous sodium hydrogencarbonate solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationDistilling the solvent off from the product

출처 및 근거

ORD 기록
ord-a1576211f0084804aca99aae7037d5ba
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08299080B2

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