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

HRID 1081739ノート

反応式

HRID 1081739 の反応式
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

参加物

6

反応物 5

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

生成物 1

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

実験手順

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 moles) 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).

後処理

  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)

出典と根拠

ORDレコード
ord-04761f3c1d6144c9bcaba5183d251d1c
出典データセット
uspto-grants-1996_12
特許番号
US05587383

反応ノート

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