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

HRID 597812

反応式

HRID 597812 の反応式
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

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-996ee61b18a94877a3d1ccc2f71f8f95
出典データセット
uspto-grants-2011_03
特許番号
US07897594B2

関連ノート

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