Chloromethyl ethyl ether → 2-(4,6-dimethoxypyrimidin-2-yl)-N-methoxymethyl-3-methyl-N-methylsulfonylbutyric acid amide

HRID 35818

반응식

HRID 35818 반응식
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([CH:11]([CH:19]([CH3:21])[CH3:20])[C:12]([NH:14][S:15]([CH3:18])(=[O:17])=[O:16])=[O:13])[N:4]=1.[H-].[Na+].[CH2:24]([O:26][CH2:27]Cl)C>CN(C=O)C>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([CH:11]([CH:19]([CH3:21])[CH3:20])[C:12]([N:14]([CH2:24][O:26][CH3:27])[S:15]([CH3:18])(=[O:17])=[O:16])=[O:13])[N:6]=1

참가 물질

5

반응물 3

HCID 18523Chloromethyl ethyl etherHCID 24758Sodium hydrideHCID 152397832-(4,6-dimethoxypyrimidin-2-yl)-3-methyl-N-methylsulfonylbutyric acid amide

생성물 1

HCID 152397842-(4,6-dimethoxypyrimidin-2-yl)-N-methoxymethyl-3-methyl-N-methylsulfonylbutyric acid amide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

2.0 of 2-(4,6-dimethoxypyrimidin-2-yl)-3-methyl-N-methylsulfonylbutyric acid amide was placed in a round bottom flask, and was dissolved in 50 ml of DMF. To the resultant solution, was gradually added 0.28 g of 60% sodium hydride, and the mixture was stirred at room temperature for one hour. Thereafter, 1.0 g of chloromethyl ethyl ether was added dropwise to the resultant mixture, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was then poured into ice water, and was extracted with 200 ml of diethyl ether, followed by drying with anhydrous sodium sulfate. After filtrating the inorganic salt, the solvent was distilled off under reduced pressure. An only product thus obtained was purified by silica gel column chromatography (developing solvent: N-hexane/ethyl acetate=10/1) to obtain 1.8 g of the aimed product of colorless transparent viscous liquid (yield=78.3%) having a refractive index (n20/D) of 1.4976.

후처리

  1. stirringthe mixture was stirred at room temperature for 2 hours
  2. extractionwas extracted with 200 ml of diethyl ether
  3. dry with materialby drying with anhydrous sodium sulfate
  4. filtrationAfter filtrating the inorganic salt
  5. distillationthe solvent was distilled off under reduced pressure
  6. customAn only product thus obtained
  7. customwas purified by silica gel column chromatography (developing solvent: N-hexane/ethyl acetate=10/1)

출처 및 근거

ORD 기록
ord-b68c3be258a141f9ab74387b65549ad7
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05411934

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