7-bromo-1-(4-chlorobutyl)-2-ethoxymethyl-1H-imidazo[4,5-c]quinoline → thioacetic acid S-[4-(7-bromo-2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]ester

HRID 9419

反応式

HRID 9419 の反応式
[C:1]([O-:4])(=[S:3])[CH3:2].[K+].[Br:6][C:7]1[CH:8]=[CH:9][C:10]2[C:11]3[N:19]([CH2:20][CH2:21][CH2:22][CH2:23]Cl)[C:18]([CH2:25][O:26][CH2:27][CH3:28])=[N:17][C:12]=3[CH:13]=[N:14][C:15]=2[CH:16]=1>CN(C=O)C>[Br:6][C:7]1[CH:8]=[CH:9][C:10]2[C:11]3[N:19]([CH2:20][CH2:21][CH2:22][CH2:23][S:3][C:1](=[O:4])[CH3:2])[C:18]([CH2:25][O:26][CH2:27][CH3:28])=[N:17][C:12]=3[CH:13]=[N:14][C:15]=2[CH:16]=1

参加物

4

反応物 2

HCID 219843887-bromo-1-(4-chlorobutyl)-2-ethoxymethyl-1H-imidazo[4,5-c]quinolineHCID 23670855Potassium ethanethioate

生成物 1

HCID 86593762thioacetic acid S-[4-(7-bromo-2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]ester収率 103.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Potassium thioacetate (1.70 g, 14.9 mmol) was added in one portion to a stirred solution of 7-bromo-1-(4-chlorobutyl)-2-ethoxymethyl-1H-imidazo[4,5-c]quinoline (5.37 g, 13.5 mmol) in DMF (65 mL), and the reaction was stirred at ambient temperature for 21 hours. The DMF was removed under reduced pressure, and the residue was partitioned between dichloromethane (300 mL) and water (150 mL). The organic layer was separated, washed with brine (120 mL), dried over magnesium sulfate, filtered, and concentrated to provide 6.09 g of thioacetic acid S-[4-(7-bromo-2-ethoxymethyl-1H-imidazo[4,5-c]quinolin-1-yl)butyl]ester as a brown solid.

後処理

  1. customThe DMF was removed under reduced pressure
  2. customthe residue was partitioned between dichloromethane (300 mL) and water (150 mL)
  3. customThe organic layer was separated
  4. washwashed with brine (120 mL)
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-b29e7842b37f4e659459e8c871f8b783
出典データセット
uspto-grants-2006_08
特許番号
US07091214B2

関連ノート

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