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

HRID 1847052ノート

反応式

HRID 1847052 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-a0cbeaaff40b4ee7a236f1d6e57fdcea
出典データセット
uspto-grants-2015_02
特許番号
US08952010B2

反応ノート

読み込み中…