4-[4-(Benzyloxy)butyl]-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one → 4-(4-Hydroxybutyl)-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one

HRID 1847038노트

반응식

HRID 1847038 반응식
C([O:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]1[C:18](=[O:19])[CH:17]=[N:16][C:15]2[CH:20]=[CH:21][C:22]([O:24][CH3:25])=[N:23][C:14]1=2)C1C=CC=CC=1>C(OCC)(=O)C.ClCCl.[O-2].[O-2].[Mn+4]>[OH:8][CH2:9][CH2:10][CH2:11][CH2:12][N:13]1[C:18](=[O:19])[CH:17]=[N:16][C:15]2[CH:20]=[CH:21][C:22]([O:24][CH3:25])=[N:23][C:14]1=2

참가 물질

5

반응물 1

HCID 867249624-[4-(Benzyloxy)butyl]-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one

생성물 1

HCID 867249634-(4-Hydroxybutyl)-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one수율 88%

시약·촉매·용매 3

HCID 178418406HCID 178418406, 화합물촉매HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 4-[4-(benzyloxy)butyl]-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one (847 mg, 2.5 mmol) in ethyl acetate (20 ml) 20% palladium hydroxide (400 mg) was added and the catalytic hydrogenation was carried out at room temperature for 90 minutes. After removing the catalyst by filtration, the solvent was removed under reduced pressure, the obtained residue was dissolved in dichloromethane (20 ml) to which manganese dioxide (1.09 g, 12.5 mmol) was then added, and the mixture was stirred overnight at room temperature. After removing manganese dioxide by filtration, the solvent of the filtrate was removed under reduced pressure and the obtained residue was purified by silica gel column chromatography (n-hexane/ethyl acetate) to yield 548 mg (88%) of the title compound in the form of a light brown solid.

후처리

  1. customAfter removing the catalyst
  2. filtrationby filtration
  3. customthe solvent was removed under reduced pressure
  4. additionwas then added
  5. customAfter removing manganese dioxide
  6. filtrationby filtration
  7. customthe solvent of the filtrate was removed under reduced pressure
  8. customthe obtained residue was purified by silica gel column chromatography (n-hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-12c944561158410e850bbc7500abe1e4
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952010B2

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