Water → 6-[2-[4-(2-Fluorophenoxymethyl)piperidino]ethyl]-1-methyl-1H-pyrazin-2-one

HRID 890104ノート

反応式

HRID 890104 の反応式
[F:1][C:2]1[CH:24]=[CH:23][CH:22]=[CH:21][C:3]=1[O:4][CH2:5][CH:6]1[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][C:14]2[NH:19][C:18](=[O:20])[CH:17]=[N:16][CH:15]=2)[CH2:8][CH2:7]1.[H-].[Na+].[CH3:27]I.O>CN(C)C=O.C(OCC)(=O)C>[F:1][C:2]1[CH:24]=[CH:23][CH:22]=[CH:21][C:3]=1[O:4][CH2:5][CH:6]1[CH2:7][CH2:8][N:9]([CH2:12][CH2:13][C:14]2[N:19]([CH3:27])[C:18](=[O:20])[CH:17]=[N:16][CH:15]=2)[CH2:10][CH2:11]1

参加物

7

反応物 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 97976346-[2-[4-(2-Fluorophenoxymethyl)piperidino]ethyl]-1H-pyrazin-2-one

生成物 1

HCID 222484376-[2-[4-(2-Fluorophenoxymethyl)piperidino]ethyl]-1-methyl-1H-pyrazin-2-one収率 34%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

After dissolving 330 mg of 6-[2-[4-(2-fluorophenoxymethyl)piperidino]ethyl]-1H-pyrazin-2-one in 3 ml of N,N-dimethylformamide, 44 mg of sodium hydride (70% suspension in oil) was added while stirring, and the stirring was continued for 1 hour at room temperature. Next, 0.068 ml of methyl iodide was added and the mixture was stirred overnight at room temperature. Water was added to the reaction solution and extraction was performed with ethyl acetate. The organic layer was washed with water and saturated brine in that order and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by NH silica gel column chromatography (solvent: ethyl acetate). Diethyl ether was added and the mixture was filtered to obtain the title compound (116 mg, 34% yield).

後処理

  1. additionwas added
  2. stirringthe mixture was stirred overnight at room temperature
  3. washThe organic layer was washed with water and saturated brine in that order
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customThe residue was purified by NH silica gel column chromatography (solvent: ethyl acetate)
  7. additionDiethyl ether was added
  8. filtrationthe mixture was filtered

出典と根拠

ORDレコード
ord-ffe3c69fc3804fb7ac341bcc87cdda41
出典データセット
uspto-grants-2006_02
特許番号
US06995144B2

反応ノート

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