Water → 5-[3-[3-(Phenyl)propyloxy]propylthio]imidazo[1,2-a]pyridine

HRID 5466노트

반응식

HRID 5466 반응식
O[CH2:2][CH2:3][CH2:4][S:5][C:6]1[N:11]2[CH:12]=[CH:13][N:14]=[C:10]2[CH:9]=[CH:8][CH:7]=1.[H-].[Na+].[CH3:17][C:18]1[IH][CH:20]=[CH:21][CH:22]=1.O.[O:24]1[CH2:28][CH2:27][CH2:26][CH2:25]1>>[C:25]1([CH2:26][CH2:27][CH2:28][O:24][CH2:2][CH2:3][CH2:4][S:5][C:6]2[N:11]3[CH:12]=[CH:13][N:14]=[C:10]3[CH:9]=[CH:8][CH:7]=2)[CH:20]=[CH:21][CH:22]=[CH:18][CH:17]=1

참가 물질

6

반응물 5

HCID 962WaterHCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 233628905-[3-(Hydroxy)propylthio]imidazo[1,2-a]pyridineHCID 178418629HCID 178418629, 화합물

생성물 1

HCID 233628445-[3-[3-(Phenyl)propyloxy]propylthio]imidazo[1,2-a]pyridine수율 58.9%

실험 절차

To a solution of 5-[3-(hydroxy)propylthio]imidazo[1,2-a]pyridine (1.070 g, 5.137 mmoles) in tetrahydrofuran (30 ml) was added 60% sodium hydride in oil (0.25 g, 6.2 mmoles) with stirring under ice-cooling and the mixture was stirred under ice-cooling for 30 minutes. To the reaction mixture was added methyl iodie (1.53 g, 7.71 mmoles), followed by stirring at room temperature overnight. The reaction mixture was poured into water, which was extracted with methylene chloride (30 ml×3). The methylene chloride layers were combined and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethyl acetate) to obtain 0.987 g of the desired compound (58.9%, light brown oily product).

후처리

  1. temperaturecooling
  2. stirringthe mixture was stirred under ice-
  3. temperaturecooling for 30 minutes
  4. stirringby stirring at room temperature overnight
  5. extractionwas extracted with methylene chloride (30 ml×3)
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationAfter the solvent was distilled off
  8. customthe residue was purified by column chromatography (eluent: ethyl acetate)

출처 및 근거

ORD 기록
ord-f9658666c16f4e2d9c1027809e78ff12
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05244908

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