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Pentane → 1-{4-Chloro-2-[(4-chloro-2-methoxy-6-methylphenyl)amino]-1-methyl-1H-benzimidazol-7-yl}-2,2-dimethylpropan-1-one

HRID 1698579
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HRID 1698579 반응식
CCCCC.[C:6]([Li])([CH3:9])([CH3:8])[CH3:7].[Cl:11][C:12]1[C:20]2[N:19]=[C:18]([NH:21][C:22]3[C:27]([CH3:28])=[CH:26][C:25]([Cl:29])=[CH:24][C:23]=3[O:30][CH3:31])[N:17]([CH3:32])[C:16]=2[C:15]([C:33](OC)=[O:34])=[CH:14][CH:13]=1>C(OCC)C.O>[Cl:11][C:12]1[C:20]2[N:19]=[C:18]([NH:21][C:22]3[C:27]([CH3:28])=[CH:26][C:25]([Cl:29])=[CH:24][C:23]=3[O:30][CH3:31])[N:17]([CH3:32])[C:16]=2[C:15]([C:33](=[O:34])[C:6]([CH3:9])([CH3:8])[CH3:7])=[CH:14][CH:13]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 8003PentaneHCID 67273388Methyl 4-chloro-2-[(4-chloro-2-methoxy-6-methylphenyl)amino]-1-methyl-1H-benzimidazole-7-carboxylateHCID 178418306HCID 178418306, 화합물

생성물 1

HCID 580123821-{4-Chloro-2-[(4-chloro-2-methoxy-6-methylphenyl)amino]-1-methyl-1H-benzimidazol-7-yl}-2,2-dimethylpropan-1-one

시약·촉매·용매 2

HCID 962Water용매
HCID 3283
Diethyl Ether
용매

실험 절차

A n-pentane solution of tert-butyl lithium (1.46 M, 0.5 ml) was added to a solution of methyl 4-chloro-2-[(4-chloro-2-methoxy-6-methylphenyl)amino]-1-methyl-1H-benzimidazole-7-carboxylate (100 mg, 0.23 mmol) in diethyl ether (5 mL) at −78° C. and stirred for 1 h. The reaction mixture was diluted with water (5 mL), stirred at room temperature for 0.5 h and extracted with ethyl acetate. The organics was dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue was purified by preparative HPLC. The resultant was neutralized with aqueous sodium hydrogen carbonate and extracted with ethyl acetate. The organics was dried over magnesium sulfate, filtered, and concentrated in vacuo to give 31 mg (0.073, mmol, 32%) of the title compound.

후처리

  1. stirringstirred at room temperature for 0.5 h
  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 purified by preparative HPLC
  7. extractionextracted with ethyl acetate
  8. dry with materialThe organics was dried over magnesium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-6cafd3da58fa49b298ce3936530843a3
출처 데이터셋
uspto-grants-2012_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08163935B2

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