Sodium Hydroxide → 6-Methyl-1H-pyrrolo[2,3-b]pyridine

HRID 1749810ノート

反応式

HRID 1749810 の反応式
[CH3:1][C:2]1[N:7]=[C:6]2[N:8](S(C3C=CC(C)=CC=3)(=O)=O)[CH:9]=[CH:10][C:5]2=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)C>[CH3:1][C:2]1[N:7]=[C:6]2[NH:8][CH:9]=[CH:10][C:5]2=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 712789696-methyl-1-tosyl-1H-pyrrolo[2,3-b]pyridine

生成物 1

HCID 114577166-Methyl-1H-pyrrolo[2,3-b]pyridine収率 90%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

The synthesis was performed with reference to the known literature (US 2006/0148801). A solution of 6-methyl-1-tosyl-1H-pyrrolo[2,3-b]pyridine (0.17 g, 0.60 mmol) in ethanol (5.0 mL) was added with 5 N aqueous sodium hydroxide (1.0 mL), and the mixture was refluxed for 8 hours by heating. The solvent was evaporated under reduced pressure, the residue was extracted with chloroform, and then the organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and then the residue was subjected to silica gel column chromatography (eluted with hexane/ethyl acetate (80:20→60:40)) to obtain 6-methyl-1H-pyrrolo[2,3-b]pyridine (0.071 g, 90%).

後処理

  1. temperaturethe mixture was refluxed for 8 hours
  2. temperatureby heating
  3. customThe solvent was evaporated under reduced pressure
  4. extractionthe residue was extracted with chloroform
  5. washthe organic layer was washed successively with water and saturated brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. washthe residue was subjected to silica gel column chromatography (eluted with hexane/ethyl acetate (80:20→60:40))

出典と根拠

ORDレコード
ord-56582753497e40c0beab555e87611594
出典データセット
uspto-grants-2015_10
特許番号
US09156827B2

反応ノート

読み込み中…