3-Oxo-2-(3-pyridyl)propanenitrile → HCID 23122145, 화합물

HRID 225510노트

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HRID 225510 반응식
[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]

참가 물질

4

반응물 2

HCID 233363033-Oxo-2-(3-pyridyl)propanenitrileHCID 43174172HCID 43174172, 화합물

생성물 1

HCID 23122145HCID 23122145, 화합물수율 83%

시약·촉매·용매 1

HCID 176Acetic Acid용매

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온도
80 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-81037738e25f47dfaf52ac97195adb7e
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557113B2

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