Imidazole → 5-Triisopropylsilanyloxy-1H-pyrrolo[2,3-b]pyridine

HRID 1256756ノート

反応式

HRID 1256756 の反応式
[NH:1]1[C:5]2=[N:6][CH:7]=[C:8]([OH:10])[CH:9]=[C:4]2[CH:3]=[CH:2]1.N1C=CN=C1.[CH:16]([Si:19](Cl)([CH:23]([CH3:25])[CH3:24])[CH:20]([CH3:22])[CH3:21])([CH3:18])[CH3:17].ClCCl>CN(C)C=O>[CH:16]([Si:19]([CH:23]([CH3:25])[CH3:24])([CH:20]([CH3:22])[CH3:21])[O:10][C:8]1[CH:9]=[C:4]2[CH:3]=[CH:2][NH:1][C:5]2=[N:6][CH:7]=1)([CH3:18])[CH3:17]

参加物

6

反応物 4

HCID 795ImidazoleHCID 6344DichloromethaneHCID 139400Triisopropylsilyl chlorideHCID 220307221H-Pyrrolo[2,3-b]pyridin-5-ol

生成物 1

HCID 595933245-Triisopropylsilanyloxy-1H-pyrrolo[2,3-b]pyridine収率 40%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 1H-Pyrrolo[2,3-b]pyridin-5-ol (0.5 g, 0.004 mol) and 1H-imidazole (0.98 g, 0.014 mol) in N,N-dimethylformamide (5 mL) was added triisopropylsilyl chloride (1 mL, 0.005 mol). The reaction mixture was stirred at room temperature overnight. Dichloromethane (10 mL) was added and the solution was washed with brine and dried over sodium sulfate. After removal of solvent, the residue was purified by silica gel column chromatography eluting with ethyl acetate in hexane to provide the compound as a viscous liquid (83, 0.4 g, 40%).

後処理

  1. washthe solution was washed with brine
  2. dry with materialdried over sodium sulfate
  3. customAfter removal of solvent
  4. customthe residue was purified by silica gel column chromatography
  5. washeluting with ethyl acetate in hexane

出典と根拠

ORDレコード
ord-dc008496edb146e0abe37dde0e053d73
出典データセット
uspto-grants-2013_06
特許番号
US08461169B2

反応ノート

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