Potassium Carbonate → K-604

HRID 890829노트

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HRID 890829 반응식
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

참가 물질

6

반응물 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

생성물 1

HCID 9892288K-604수율 91.6%

시약·촉매·용매 2

HCID 962Water용매2회HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-58e4656eb8a74f49a9ebbc61794f2920
출처 데이터셋
uspto-grants-2006_02
특허 번호
US06998486B2

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