Iodoacetamide → 2-(2-(6-(4-Fluoro-phenoxy)-2-pyridin-2-yl-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-acetamide

HRID 13282

反応式

HRID 13282 の反応式
C(=O)([O-])[O-].[K+].[K+].I[CH2:8][C:9]([NH2:11])=[O:10].[F:12][C:13]1[CH:39]=[CH:38][C:16]([O:17][C:18]2[C:32]([CH:33]3[CH2:37][CH2:36][CH2:35][NH:34]3)=[CH:31][C:21]3[NH:22][C:23]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=4)=[N:24][C:20]=3[CH:19]=2)=[CH:15][CH:14]=1>C(#N)C>[F:12][C:13]1[CH:14]=[CH:15][C:16]([O:17][C:18]2[C:32]([CH:33]3[CH2:37][CH2:36][CH2:35][N:34]3[CH2:8][C:9]([NH2:11])=[O:10])=[CH:31][C:21]3[NH:22][C:23]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=4)=[N:24][C:20]=3[CH:19]=2)=[CH:38][CH:39]=1

参加物

5

反応物 3

HCID 3727IodoacetamideHCID 11430Potassium CarbonateHCID 231455755-(4-fluoro-phenoxy)-2-pyridin-2-yl-6-pyrrolidin-2-yl-1H-benzimidazole

生成物 1

HCID 231451242-(2-(6-(4-Fluoro-phenoxy)-2-pyridin-2-yl-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-acetamide

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

11.4 mg of potassium carbonate and 11.1 mg of iodoacetamide were added in order to an acetonitrile (1 ml) solution of 20 mg of 5-(4-fluoro-phenoxy)-2-pyridin-2-yl-6-pyrrolidin-2-yl-1H-benzimidazole obtained in Example 168, and the reaction liquid was stirred overnight at room temperature. The reaction liquid was concentrated, and the resulting residue was purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid], and the resulting fraction was diluted with ethyl acetate, washed with aqueous saturated sodium bicarbonate and saturated saline in order, and dried with anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure to obtain the entitled compound as a white solid.

後処理

  1. customthe reaction liquid
  2. customThe reaction liquid
  3. concentrationwas concentrated
  4. customthe resulting residue was purified through reversed-phase middle-pressure liquid chromatography [ODS-AS-360-CC (by YMC), mobile phase: water-acetonitrile-0.1% trifluoroacetic acid]
  5. additionthe resulting fraction was diluted with ethyl acetate
  6. washwashed with aqueous saturated sodium bicarbonate and saturated saline in order
  7. dry with materialdried with anhydrous sodium sulfate
  8. customThe solvent was evaporated away under reduced pressure

出典と根拠

ORDレコード
ord-82f3e1f2420e4be1992565f49031ff26
出典データセット
uspto-grants-2010_06
特許番号
US07728025B2

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