Dimethylamine → 1-[3-(N,N-dimethylcarbamoyl)butyl]-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole

HRID 1383971노트

반응식

HRID 1383971 반응식
[CH3:1][NH:2][CH3:3].Cl[C:5]([CH:7]([CH3:29])[CH2:8][CH2:9][N:10]1[C:14]2[CH:15]=[CH:16][CH:17]=[C:18]([CH3:19])[C:13]=2[N:12]=[C:11]1[CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=1)=[O:6]>CO>[CH3:1][N:2]([CH3:3])[C:5]([CH:7]([CH3:29])[CH2:8][CH2:9][N:10]1[C:14]2[CH:15]=[CH:16][CH:17]=[C:18]([CH3:19])[C:13]=2[N:12]=[C:11]1[CH2:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=1)=[O:6]

참가 물질

4

반응물 2

HCID 674DimethylamineHCID 211887451-[3-(Chlorocarbonyl)butyl]-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole

생성물 1

HCID 211887871-[3-(N,N-dimethylcarbamoyl)butyl]-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole수율 63%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

In an dimethylamine (40% in water, 10 ml) was placed 1-[3-(chlorocarbonyl)butyl]-2-[(4-chlorophenoxy)methyl]-4-methylbenzimidazole (600 mg, 1.5 mmol). To this mixture 10 ml of methanol were added, to enhance solubility and the mixture was stirred for about 64 hours at room temperature. The reaction mixture was then concentrated under reduced pressure to produce 600 mg as a tan foam. The crude material was further purified by flash silica gel chromatography, eluting with a gradient solvent of 19:1 ethyl acetate:methanol to 9:1 ethyl acetate:methanol. The fractions containing the desired material were combined and concentrated in vacuo to yield 375 mg (63%) of the desired title compound as a white foam.

후처리

  1. concentrationThe reaction mixture was then concentrated under reduced pressure
  2. customto produce 600 mg as a tan foam
  3. customThe crude material was further purified by flash silica gel chromatography
  4. washeluting with a gradient solvent of 19:1 ethyl acetate
  5. additionThe fractions containing the desired material
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-ed3870bca52b4898b8501885a712ae65
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06255494B1

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