Piperazine → 5-Methoxy-4-(piperazin-1-yl)pyrimidine

HRID 591144

반응식

HRID 591144 반응식
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:8]1[C:13]([O:14][CH3:15])=[C:12](Cl)[N:11]=[CH:10][N:9]=1.[H][H]>O.[Pd]>[CH3:15][O:14][C:13]1[C:8]([N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)=[N:9][CH:10]=[N:11][CH:12]=1

참가 물질

6

반응물 3

HCID 4837PiperazineHCID 787204,6-Dichloro-5-methoxypyrimidine2회HCID 178418361HCID 178418361, 화합물

생성물 1

HCID 104201525-Methoxy-4-(piperazin-1-yl)pyrimidine수율 61.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 962Water용매

실험 절차

Piperazine (20 g, 0.233 mol, 8.33 eq) is dissolved in water (100 ml), and to this solution is added 4,6-dichloro-5-methoxypyrimidine (5.00 g, 41.9 mmol, 1.0 eq). The mixture is stirred vigorously at room temperature for 2.0 h, during which 4,6-dichloro-5-methoxypyrimidine is gradually dissolved. The reaction solution is loaded into hydrogenation reactor and added with 10% Pd/C (0.66 g), and the mixture is stirred under 60 psi (0.4 Mpa) hydrogen atmosphere for 3.0 h. The mixture is filtered, extracted with CH2Cl2 (60 ml*3) for the products in the aqueous phase. Extracts are combined, dried over anhydrous sodium sulfate and filtered by vacuum filtration, and concentrated to give a crude product (5.0 g). The crude product is left to precipitate a white solid (yield: 92.6%).

후처리

  1. dissolutionis gradually dissolved
  2. customThe reaction solution is loaded into hydrogenation reactor
  3. filtrationThe mixture is filtered
  4. extractionextracted with CH2Cl2 (60 ml*3) for the products in the aqueous phase
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered by vacuum filtration
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fd1f9f31cae9496fa720b4bef47264df
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238632B2

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