3-Oxo-2-(3-pyridyl)propanenitrile → HCID 23122145、化合物

HRID 225510ノート

反応式

HRID 225510 の反応式
[CH3:1][O:2][C:3]([CH2:5][NH:6][CH2:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])=[O:4].O=[CH:15][CH:16]([C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)[C:17]#[N:18]>C(O)(=O)C>[C:17](/[C:16](/[C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)=[CH:15]\[N:6]([CH2:5][C:3]([O:2][CH3:1])=[O:4])[CH2:7][CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])#[N:18]

参加物

4

反応物 2

HCID 233363033-Oxo-2-(3-pyridyl)propanenitrileHCID 43174172HCID 43174172、化合物

生成物 1

HCID 23122145HCID 23122145、化合物収率 83%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
80 °C

実験手順

To an acetic acid (30 mL) solution of ethyl 3-{[(methoxycarbonyl)methyl]amino}propanate (6.720 g) was added a crude product of 3-oxo-2-(3-pyridyl)propanenitrile (7.826 g), and the mixture was stirred at 80° C. for 2 days. The reaction solution was cooled to room temperature, and the solvent was distilled off under reduced pressure. The residue was diluted with water, and sodium carbonate was added thereto for neutralization, followed by extracting the solution with ethyl acetate. The organic layer was washed with saturated brine, and dried over sodium sulfate, which was then filtered for separation. Thereafter, the solvent was distilled off under reduced pressure. The residue was purified by column chromatography on silica gel (hexane/ethyl acetate=1/3), to obtain the title compound (7.521 g, yield 83%). The ESI/MS data of the compound are given below.

後処理

  1. temperatureThe reaction solution was cooled to room temperature
  2. distillationthe solvent was distilled off under reduced pressure
  3. additionThe residue was diluted with water, and sodium carbonate
  4. additionwas added
  5. extractionby extracting the solution with ethyl acetate
  6. washThe organic layer was washed with saturated brine
  7. dry with materialdried over sodium sulfate, which
  8. filtrationwas then filtered for separation
  9. distillationThereafter, the solvent was distilled off under reduced pressure
  10. customThe residue was purified by column chromatography on silica gel (hexane/ethyl acetate=1/3)

出典と根拠

ORDレコード
ord-81037738e25f47dfaf52ac97195adb7e
出典データセット
uspto-grants-2009_07
特許番号
US07557113B2

反応ノート

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