Water → HCID 58452692、化合物

HRID 70687ノート

反応式

HRID 70687 の反応式
Cl[Si](C)(C)C.[I-].[K+].[Cl:8][C:9]1[CH:10]=[CH:11][C:12](/[C:17](/[C:25]2[CH:30]=[CH:29][C:28]([CH2:31][OH:32])=[CH:27][CH:26]=2)=[CH:18]/[C@@H:19]2[NH:23][C:22](=[O:24])[CH2:21][CH2:20]2)=[N:13][C:14]=1[O:15]C.O>C(#N)C>[Cl:8][C:9]1[C:14](=[O:15])[NH:13][C:12](/[C:17](/[C:25]2[CH:26]=[CH:27][C:28]([CH2:31][OH:32])=[CH:29][CH:30]=2)=[CH:18]/[C@H:19]2[CH2:20][CH2:21][C:22](=[O:24])[NH:23]2)=[CH:11][CH:10]=1

参加物

6

反応物 4

HCID 962WaterHCID 4875Potassium IodideHCID 6397ChlorotrimethylsilaneHCID 67397484HCID 67397484、化合物

生成物 1

HCID 58452692HCID 58452692、化合物収率 14%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
60 °C

実験手順

Chlorotrimethylsilane (0.123 mL) and potassium iodide (263 mg) were sequentially added to a solution of (5R)-5-{(E)-2-(5-chloro-6-methoxypyridin-2-yl)-2-[4-(hydroxymethyl)phenyl]ethenyl}pyrrolidin-2-one (142 mg) in acetonitrile (1.5 mL) at room temperature, after which the mixture was stirred at 60° C. for two hours. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was washed with water and brine, dried over anhydrous magnesium sulfate and filtered, after which the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (methanol:ethyl acetate=1:10) to give the title compound as a colorless solid (19 mg, 14%).

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customafter which the solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel chromatography (methanol:ethyl acetate=1:10)

出典と根拠

ORDレコード
ord-2de7a1992787413c8f516be258f3f4d7
出典データセット
uspto-grants-2014_09
特許番号
US08822503B2

反応ノート

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