Methyl iodide → 2-(4-Methoxyphenyl)-1-methyl-1H-benzimidazole-4-carboxamide

HRID 1870939노트

반응식

HRID 1870939 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[NH:10][C:11]3[C:17]([C:18]([NH2:20])=[O:19])=[CH:16][CH:15]=[CH:14][C:12]=3[N:13]=2)=[CH:5][CH:4]=1.[OH-].[K+].[CH3:23]I>CC(C)=O>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[N:13]([CH3:23])[C:12]3[CH:14]=[CH:15][CH:16]=[C:17]([C:18]([NH2:20])=[O:19])[C:11]=3[N:10]=2)=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 178488846HCID 178488846, 화합물

생성물 1

HCID 105407722-(4-Methoxyphenyl)-1-methyl-1H-benzimidazole-4-carboxamide

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

2-(4'-Methoxyphenyl)benzimidazole-4-carboxamide (NU1076 from Example 5) (105.3 mg, 0.394 mmol) and powdered potassium hydroxide (22 mg, 0.394 mmol) were suspended in acetone (4 ml) and stirred until all the solids had dissolved. Methyl iodide (24.6 μl1, 0.394 mnol) was added and the reaction stirred at room temperature overnight. The solvent was removed under reduced pressure and the white solid residue purified by column chromatography with dichloromethane/methanol 95:5 to give fine white crystals of the title compound. (33.2 mg, 30%)

후처리

  1. dissolutionhad dissolved
  2. stirringthe reaction stirred at room temperature overnight
  3. customThe solvent was removed under reduced pressure
  4. customthe white solid residue purified by column chromatography with dichloromethane/methanol 95:5

출처 및 근거

ORD 기록
ord-ec6a3f3b29fa41caba46ae24b7fab94d
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06100283

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