Potassium Carbonate → K-604

HRID 890829ノート

反応式

HRID 890829 の反応式
Cl.Cl.Cl.[N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[NH:6][C:5]=1[S:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1.C(=O)([O-])[O-].[K+].[K+].[CH3:28][S:29][C:30]1[C:35]([NH:36][C:37](=[O:40])[CH2:38]Br)=[C:34]([S:41][CH3:42])[CH:33]=[C:32]([CH3:43])[N:31]=1>C(#N)C.O>[N:4]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[NH:6][C:5]=1[S:13][CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][N:19]([CH2:38][C:37]([NH:36][C:35]2[C:30]([S:29][CH3:28])=[N:31][C:32]([CH3:43])=[CH:33][C:34]=2[S:41][CH3:42])=[O:40])[CH2:18][CH2:17]1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 103846171-[2-(Benzimidazol-2-ylthio)ethyl]piperazine trihydrochlorideHCID 222471492-Bromo-N-(6-methyl-2,4-bis(methylthio)pyridin-3-yl)acetamide

生成物 1

HCID 9892288K-604収率 91.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 6342Acetonitrile溶媒

実験手順

1-[2-(Benzimidazol-2-ylthio)ethyl]piperazine trihydrochloride 1.0 g (2.69 mmol) was suspended in acetonitrile (30 mL), and potassium carbonate 1.45 g (10.49 mmol) was added to the suspension. Water (8 mL) was added dropwise to the mixture under stirring at room temperature until the entirety of the suspension assumed a homogeneous solution. Subsequently, N-[2,4-bis(methylthio)-6-methylpyridin-3-yl]-2-bromoacetamide 810 mg (2.52 mmol) was gradually added to the mixture, and the mixture was stirred for 2.5 hours at room temperature. The reaction mixture was diluted with water (50 mL) and extracted with chloroform (100 mL×3). The organic layer was washed with saturated brine (50 mL), followed by drying over sodium sulfate anhydrate and concentrating under reduced pressure. The residue was purified through silica gel column chromatography (eluent: chloroform:saturated ammonia in methanol=20:1). The thus-obtained oily product was crystallized from ethanol-diethyl ether, thereby yielding 1.16 g of 2-[4-[2-(benzimidazol-2-ylthio)ethyl]piperazin-1-yl]-N-[2,4-bis(methylthio)-6-methylpyridin-3-yl]acetamide (yield: 88%) as a colorless crystalline powder.

後処理

  1. stirringthe mixture was stirred for 2.5 hours at room temperature
  2. extractionextracted with chloroform (100 mL×3)
  3. washThe organic layer was washed with saturated brine (50 mL)
  4. dry with materialby drying over sodium sulfate anhydrate
  5. concentrationconcentrating under reduced pressure
  6. customThe residue was purified through silica gel column chromatography (eluent: chloroform:saturated ammonia in methanol=20:1)
  7. customThe thus-obtained oily product was crystallized from ethanol-diethyl ether

出典と根拠

ORDレコード
ord-58e4656eb8a74f49a9ebbc61794f2920
出典データセット
uspto-grants-2006_02
特許番号
US06998486B2

反応ノート

読み込み中…