Water → 2-{4-[2-[1-(acetylamino)-1-methylethyl]-6-chloro-5-(trifluoromethyl)-1H-benzimidazol-1-yl]phenyl}ethyl acetate

HRID 724199ノート

反応式

HRID 724199 の反応式
[C:1]([O:4][CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[C:17]3[CH:18]=[C:19]([Cl:26])[C:20]([C:22]([F:25])([F:24])[F:23])=[CH:21][C:16]=3[N:15]=[C:14]2[C:27]([NH2:30])([CH3:29])[CH3:28])=[CH:9][CH:8]=1)(=[O:3])[CH3:2].[C:31](Cl)(=[O:33])[CH3:32].O>ClCCl>[C:1]([O:4][CH2:5][CH2:6][C:7]1[CH:8]=[CH:9][C:10]([N:13]2[C:17]3[CH:18]=[C:19]([Cl:26])[C:20]([C:22]([F:24])([F:25])[F:23])=[CH:21][C:16]=3[N:15]=[C:14]2[C:27]([NH:30][C:31](=[O:33])[CH3:32])([CH3:29])[CH3:28])=[CH:11][CH:12]=1)(=[O:3])[CH3:2]

参加物

5

反応物 3

HCID 962WaterHCID 6367Acetyl chlorideHCID 21876466HCID 21876466、化合物

生成物 1

HCID 218760062-{4-[2-[1-(acetylamino)-1-methylethyl]-6-chloro-5-(trifluoromethyl)-1H-benzimidazol-1-yl]phenyl}ethyl acetate収率 58.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-{4-[2-(1-amino-1-methylethyl)-6-chloro-5-(trifluoromethyl)-1H-benzimidazol-1-yl]phenyl}ethyl acetate (step 3, 121 mg, 0.27 mmol) in dichloromethane (5 ml) was added acetyl chloride (0.02 ml, 0.3 mmol). The reaction mixture was stirred at room temperature for 7 h. To the reaction mixture was added water (5 ml) and the aqueous mixture was extracted with dichloromethane (30 ml). The organic layer was washed with water (5 ml) and brine (10 ml), then dried (Na2SO4). After removal of solvent, the crude product was purified by flash column chromatography eluting with CH2Cl2/methanol (10/1) to afford 76 mg (57%) of the title compound as white amorphous.

後処理

  1. extractionthe aqueous mixture was extracted with dichloromethane (30 ml)
  2. washThe organic layer was washed with water (5 ml) and brine (10 ml)
  3. dry with materialdried (Na2SO4)
  4. customAfter removal of solvent
  5. customthe crude product was purified by flash column chromatography
  6. washeluting with CH2Cl2/methanol (10/1)

出典と根拠

ORDレコード
ord-f29d9c8d553342cc9cee2bfe834adada
出典データセット
uspto-grants-2006_11
特許番号
US07141580B2

反応ノート

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