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

HRID 433606노트

반응식

HRID 433606 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-c133a101e6df4d2bac17551362b8de36
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06667335B2

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