Tetrabutylammonium Fluoride → 4-[3-Hydroxy-2-(methoxymethoxy)propyl]-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one

HRID 1847052노트

반응식

HRID 1847052 반응식
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Si]([O:26][CH2:27][CH:28]([O:43][CH2:44][O:45][CH3:46])[CH2:29][N:30]1[C:35](=[O:36])[CH:34]=[N:33][C:32]2[CH:37]=[CH:38][C:39]([O:41][CH3:42])=[N:40][C:31]1=2)(C(C)(C)C)(C)C>O1CCCC1.ClCCl>[OH:26][CH2:27][CH:28]([O:43][CH2:44][O:45][CH3:46])[CH2:29][N:30]1[C:35](=[O:36])[CH:34]=[N:33][C:32]2[CH:37]=[CH:38][C:39]([O:41][CH3:42])=[N:40][C:31]1=2

참가 물질

5

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 867249774-[3-{[tert-Butyl(dimethyl)silyl]oxy}-2-(methoxymethoxy)propyl]-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one

생성물 1

HCID 867249784-[3-Hydroxy-2-(methoxymethoxy)propyl]-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one수율 87%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of tetrabutyl ammonium fluoride in 1M tetrahydrofuran (3.22 ml, 3.22 mmol) was added to a solution of 4-[3-{[tert-Butyl(dimethyl)silyl]oxy}-2-(methoxymethoxy)propyl]-6-methoxypyrido[2,3-b]pyrazin-3(4H)-one (1.02 g, 2.48 mmol) in tetrahydrofuran (15 ml) under cooling on ice and the mixture was stirred for 15 hours. The reaction solution was diluted with dichloromethane and washed with saturated sodium bicarbonate water. The organic layer was dried over anhydrous sodium sulfate and the solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol) to yield 637 mg (87%) of the title compound in the form of an orange oily product.

후처리

  1. temperatureunder cooling on ice
  2. washwashed with saturated sodium bicarbonate water
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. customthe solvent was removed under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (chloroform/methanol)

출처 및 근거

ORD 기록
ord-a0cbeaaff40b4ee7a236f1d6e57fdcea
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08952010B2

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