Water → N-(1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-azetidinyl)acetamide

HRID 597812

반응식

HRID 597812 반응식
Cl[CH2:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][C:8]1[CH:9]=[CH:10][C:11]2[S:15][CH:14]=[CH:13][C:12]=2[CH:16]=1.[NH:17]1[CH2:20][CH:19]([NH:21][C:22](=[O:24])[CH3:23])[CH2:18]1.O.C(OCC)(=O)C>CN(C)C=O>[S:15]1[C:11]2[CH:10]=[CH:9][C:8]([CH2:7][CH2:6][O:5][CH2:4][CH2:3][CH2:2][N:17]3[CH2:20][CH:19]([NH:21][C:22](=[O:24])[CH3:23])[CH2:18]3)=[CH:16][C:12]=2[CH:13]=[CH:14]1

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 13401968N-(azetidin-3-yl)acetamideHCID 219900695-[2-(3-Chloropropyloxy)ethyl]benzo[b]thiophene

생성물 1

HCID 23545581N-(1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-azetidinyl)acetamide수율 37.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
90 °C

실험 절차

0.80 g of 5-(2-(3-chloropropoxy)ethyl)-1-benzothiophene was dissolved in 8 ml of N,N-dimethylformamide. Thereafter, 1.20 g of N-(3-azetidinyl)acetamide was added to the obtained solution, and the obtained mixture was stirred at 90° C. for 12 hours. After cooling, water and ethyl acetate were added to the reaction mixture, and an organic layer was separated. The organic layer was successively washed with water and a saturated saline solution, and then dried over anhydrous magnesium sulfate. Thereafter, the solvent was distilled away under a reduced pressure. The residue was purified by column chromatography (eluent; chloroform:methanol=7:1), so as to obtain 0.39 g of a light yellow oil product, N-(1-(3-(2-(1-benzothiophene-5-yl)ethoxy)propyl)-3-azetidinyl)acetamide.

후처리

  1. temperatureAfter cooling
  2. customan organic layer was separated
  3. washThe organic layer was successively washed with water
  4. dry with materiala saturated saline solution, and then dried over anhydrous magnesium sulfate
  5. distillationThereafter, the solvent was distilled away under a reduced pressure
  6. customThe residue was purified by column chromatography (eluent; chloroform:methanol=7:1)

출처 및 근거

ORD 기록
ord-996ee61b18a94877a3d1ccc2f71f8f95
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07897594B2

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