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1-(2-Hydroxyethyl)piperazine → Acetamide, N-(8-(4-(2-hydroxyethyl)-1-piperazinyl)-1,7-naphthyridin-6-yl)-

HRID 542715
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HRID 542715 반응식
[C:1]([NH:4][C:5]1[CH:6]=[C:7]2[C:12](=[C:13](Br)[N:14]=1)[N:11]=[CH:10][CH:9]=[CH:8]2)(=[O:3])[CH3:2].[N:16]1([CH2:22][CH2:23][OH:24])[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>C(OC(O)C)C>[C:1]([NH:4][C:5]1[CH:6]=[C:7]2[C:12](=[C:13]([N:19]3[CH2:20][CH2:21][N:16]([CH2:22][CH2:23][OH:24])[CH2:17][CH2:18]3)[N:14]=1)[N:11]=[CH:10][CH:9]=[CH:8]2)(=[O:3])[CH3:2]
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참가 물질

4

반응물 2

HCID 76771-(2-Hydroxyethyl)piperazineHCID 138267326-Acetamido-8-bromo-1,7-naphthyridine

생성물 1

HCID 3065021Acetamide, N-(8-(4-(2-hydroxyethyl)-1-piperazinyl)-1,7-naphthyridin-6-yl)-수율 82.5%

시약·촉매·용매 1

HCID 101298981-Ethoxyethanol용매2회

실험 절차

To a mixture of 2.66 g of 6-acetamido-8-bromo-1,7-naphthyridine and 6.51 g of 1-piperazine ethanol, 180 ml of ethoxyethanol was added. The resultant mixture was refluxed with stirring for 45 minutes. After the reaction, ethoxyethanol was distilled off under reduced pressure and chloroform was added to the residue. After thoroughly washing the chloroform solution with water, it was dried with anhydrous magnesium sulfate. Chloroform was distilled off under reduced pressure and the residue was purified by silica gel column chromatography, followed by recrystallization from a mixed solvent of ethanol and ether to obtain 2.6 g of 6-acetamido-8-[4-(2-hydroxyethyl)-1-piperazinyl]-1,7-naphthyridine (Compound No. 22) as light yellowish crystals (yield: 82.5%).

후처리

  1. additionwas added
  2. distillationwas distilled off under reduced pressure and chloroform
  3. additionwas added to the residue
  4. washAfter thoroughly washing the chloroform solution with water, it
  5. dry with materialwas dried with anhydrous magnesium sulfate
  6. distillationChloroform was distilled off under reduced pressure
  7. customthe residue was purified by silica gel column chromatography
  8. customfollowed by recrystallization from a mixed solvent of ethanol and ether

출처 및 근거

ORD 기록
ord-8d40f003db9c421ebb918910e3a30b1c
출처 데이터셋
uspto-grants-1987_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04659710

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