Methyl iodide → 5-(2-Fluoropyridin-3-yl)-1-methylazepan-2-one

HRID 410253ノート

反応式

HRID 410253 の反応式
[F:1][C:2]1[C:7]([CH:8]2[CH2:14][CH2:13][NH:12][C:11](=[O:15])[CH2:10][CH2:9]2)=[CH:6][CH:5]=[CH:4][N:3]=1.[H-].[Na+].I[CH3:19].[Cl-].[NH4+]>CN(C=O)C>[F:1][C:2]1[C:7]([CH:8]2[CH2:14][CH2:13][N:12]([CH3:19])[C:11](=[O:15])[CH2:10][CH2:9]2)=[CH:6][CH:5]=[CH:4][N:3]=1

参加物

6

反応物 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 25517Ammonium ChlorideHCID 593268345-(2-Fluoropyridin-3-yl)azepan-2-one

生成物 1

HCID 593270605-(2-Fluoropyridin-3-yl)-1-methylazepan-2-one

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 5-(2-fluoropyridin-3-yl)azepan-2-one (0.15 g, 0.72 mmol) in DMF (2.5 mL) under argon was added sodium hydride (0.021 g, 0.86 mmol). The mixture was stirred at room temperature for 15 min before iodomethane (0.054 mL, 0.86 mmol) was added via syringe. This mixture was stirred for 4 h at room temperature before saturated aqueous ammonium chloride was added. The mixture was extracted with ethyl acetate (2×) and the combined extracts were washed with water (3×), saturated aqueous sodium chloride (1×), dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo to give 5-(2-fluoropyridin-3-yl)-1-methylazepan-2-one. [M+1]=223.1.

後処理

  1. additionwas added via syringe
  2. additionwas added
  3. extractionThe mixture was extracted with ethyl acetate (2×)
  4. washthe combined extracts were washed with water (3×), saturated aqueous sodium chloride (1×)
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-dd3e310a5f9743c693bc784df44cc0ba
出典データセット
uspto-grants-2014_06
特許番号
US08759532B2

反応ノート

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