Triethylamine → 5-[2-[2-(Phthalimido)ethyloxy]ethylthio]imidazo[1,2-a]pyridine

HRID 1081725ノート

反応式

HRID 1081725 の反応式
[SH:1][C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[CH:5]=[CH:4][CH:3]=1.Br[CH2:12][CH2:13][O:14][CH2:15][CH2:16][N:17]1[C:21](=[O:22])[C:20]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:19]2[C:18]1=[O:27].C(N(CC)CC)C>C(O)C>[C:18]1(=[O:27])[N:17]([CH2:16][CH2:15][O:14][CH2:13][CH2:12][S:1][C:2]2[N:7]3[CH:8]=[CH:9][N:10]=[C:6]3[CH:5]=[CH:4][CH:3]=2)[C:21](=[O:22])[C:20]2=[CH:23][CH:24]=[CH:25][CH:26]=[C:19]12

参加物

5

反応物 3

HCID 8471TriethylamineHCID 130286112-(2-(2-bromoethoxy)ethyl)-2,3-dihydro-1H-isoindole-1,3-dioneHCID 178418687HCID 178418687、化合物

生成物 1

HCID 233629035-[2-[2-(Phthalimido)ethyloxy]ethylthio]imidazo[1,2-a]pyridine収率 54.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a suspension of 5-mercaptoimidazo[1,2-a]pyridine (3.00 g, 20 mmoles) and N-[2-[2-(bromo)ethyloxy]ethyl]phthalimide (5.96 g, 20 mmoles) in ethanol (200 ml) was added triethylamine (4.2 ml, 30 mmoles) and the mixture was stirred at room temperature for 12 hours and heated at reflux for 3 hours. After the solvent was distilled off, chloroform was added to the residue, which was washed with water, dried over anhydrous magnesium sulfate and the solvent was distilled off. Then, the residue was purified by column chromatography (eluent:ethyl acetate) to obtain 4.00 g of the desired product (54.5%, light tan solid).

後処理

  1. temperatureheated
  2. temperatureat reflux for 3 hours
  3. distillationAfter the solvent was distilled off
  4. additionchloroform was added to the residue, which
  5. washwas washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationthe solvent was distilled off
  8. customThen, the residue was purified by column chromatography (eluent:ethyl acetate)

出典と根拠

ORDレコード
ord-85766a43882944b6a87496b14444f38e
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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