1-Methylpiperazine → 2-Chloro-5-((4-methylpiperazin-1-yl)methyl)pyrazine

HRID 1526288노트

반응식

HRID 1526288 반응식
C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].[Cl:15][C:16]1[N:17]=[CH:18][C:19]([CH:22]=O)=[N:20][CH:21]=1.[CH3:24][N:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1.C(=O)([O-])O.[Na+]>C(#N)C>[Cl:15][C:16]1[CH:21]=[N:20][C:19]([CH2:22][N:28]2[CH2:29][CH2:30][N:25]([CH3:24])[CH2:26][CH2:27]2)=[CH:18][N:17]=1

참가 물질

6

반응물 4

HCID 531671-MethylpiperazineHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 216980675-Chloropyrazine-2-carbaldehyde

생성물 1

HCID 1030540012-Chloro-5-((4-methylpiperazin-1-yl)methyl)pyrazine

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Sodium triacetoxyborohydride (870 mg) was added to a solution of 5-chloropyrazine-2-carbaldehyde (390 mg) and 1-methylpiperazine (0.335 mL) in acetonitrile (10 mL) at 0° C. The reaction mixture was stirred at room temperature for 4 hr. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed successively with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (basic silica gel, hexane/ethyl acetate) to give the title compound (285 mg).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe obtained organic layer was washed successively with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (basic silica gel, hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-56f3bbd6b62c4654a9186ee211039636
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09085578B2

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