Sodium Bicarbonate → Methyl 4-chloro-2-[(4-chloro-2-methoxy-6-methylphenyl)amino]-1-methyl-1H-benzimidazole-7-carboxylate

HRID 1698578노트

반응식

HRID 1698578 반응식
Cl[C:2]1[N:6]([CH3:7])[C:5]2[C:8]([C:13]([O:15][CH3:16])=[O:14])=[CH:9][CH:10]=[C:11]([Cl:12])[C:4]=2[N:3]=1.[Cl:17][C:18]1[CH:24]=[C:23]([CH3:25])[C:21]([NH2:22])=[C:20]([O:26][CH3:27])[CH:19]=1.C(=O)([O-])O.[Na+]>>[Cl:12][C:11]1[C:4]2[N:3]=[C:2]([NH:22][C:21]3[C:23]([CH3:25])=[CH:24][C:18]([Cl:17])=[CH:19][C:20]=3[O:26][CH3:27])[N:6]([CH3:7])[C:5]=2[C:8]([C:13]([O:15][CH3:16])=[O:14])=[CH:9][CH:10]=1

참가 물질

4

반응물 3

HCID 516892Sodium BicarbonateHCID 591919724-Chloro-2-methoxy-6-methylanilineHCID 67272934Methyl 2,4-dichloro-1-methyl-1H-benzimidazole-7-carboxylate

생성물 1

HCID 67273388Methyl 4-chloro-2-[(4-chloro-2-methoxy-6-methylphenyl)amino]-1-methyl-1H-benzimidazole-7-carboxylate수율 44%

반응 조건

온도
130 °C

실험 절차

A mixture of methyl 2,4-dichloro-1-methyl-1H-benzimidazole-7-carboxylate (100 mg, 0.39 mmol) and 4-chloro-2-methoxy-6-methylaniline (200 mg, 1.17 mmol) was stirred at 130° C. overnight. After cooling, the reaction mixture was neutralized by aqueous sodium hydrogen carbonate and extracted with ethyl acetate. The organics was dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue was chromatographed on a silica gel column to give 68 mg (0.17 mmol, 44%) of the title compound.

후처리

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organics was dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was chromatographed on a silica gel column

출처 및 근거

ORD 기록
ord-9294182378cd4f4c875260c7e9d0e64f
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163935B2

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