2-Methylimidazole → 3-Bromo-5-(2-methyl-imidazol-1-ylmethyl)-pyridine

HRID 397910

反応式

HRID 397910 の反応式
[H-].[Na+].[CH3:3][C:4]1[NH:5][CH:6]=[CH:7][N:8]=1.[Br:9][C:10]1[CH:11]=[N:12][CH:13]=[C:14]([CH2:16]Cl)[CH:15]=1>C1COCC1.C(O)C>[Br:9][C:10]1[CH:11]=[N:12][CH:13]=[C:14]([CH2:16][N:5]2[CH:6]=[CH:7][N:8]=[C:4]2[CH3:3])[CH:15]=1

参加物

6

反応物 3

HCID 127492-MethylimidazoleHCID 24758Sodium hydrideHCID 117012593-Bromo-5-(chloromethyl)pyridine

生成物 1

HCID 234449653-Bromo-5-(2-methyl-imidazol-1-ylmethyl)-pyridine収率 53%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred suspension of sodium hydride (0.54 g, 12.3 mmol) in THF (40 ml) at 20° C. was added 2-methylimidazole in portions over 45 min. 3-Bromo-5-(chloromethyl)-pyridine (1 g, 4.1 mmol) in ethanol (8 ml) was then added and this mixture was heated under reflux for 1 h under an argon atmosphere. After cooling and evaporation of solvents the residue was suspended in MeOH, filtered and adsorbed onto silica gel. Chromatographic elution with CH2Cl2/(2M NH3 MeOH)=98:2 afforded the title compound (0.56 g, 53%) as a yellow oil. MS: m/e=251.0 (M+).

後処理

  1. temperaturethis mixture was heated
  2. temperatureunder reflux for 1 h under an argon atmosphere
  3. temperatureAfter cooling
  4. customevaporation of solvents the residue
  5. filtrationfiltered
  6. washChromatographic elution with CH2Cl2/(2M NH3 MeOH)=98:2

出典と根拠

ORDレコード
ord-1ce7856ae78f48d7965194e489903284
出典データセット
uspto-grants-2003_08
特許番号
US06610723B2

関連ノート

読み込み中…