1-Methyl-4-(4-methyl-3-nitrophenyl)piperazine → 2-Methyl-5-(4-methylpiperazin-1-yl)benzenamine

HRID 1907441노트

반응식

HRID 1907441 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[C:10]([N+:15]([O-])=O)[CH:9]=2)[CH2:4][CH2:3]1>C(O)C.C1CCCCC=1.[Pd]>[CH3:14][C:11]1[CH:12]=[CH:13][C:8]([N:5]2[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]2)=[CH:9][C:10]=1[NH2:15]

참가 물질

5

반응물 1

HCID 581716321-Methyl-4-(4-methyl-3-nitrophenyl)piperazine

생성물 1

HCID 249941402-Methyl-5-(4-methylpiperazin-1-yl)benzenamine

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 702Ethanol용매HCID 8079Cyclohexene용매

반응 조건

온도
80 °C

실험 절차

To a solution of 1-methyl-4-(4-methyl-3-nitro-phenyl)-piperazine (9.0 g, 38.29 mmol) in ethanol (100 mL) and cyclohexene (7 ml), Pd/C 10% (1.5 g) was added. The mixture was heated at 80° C. for 6 hours until HPLC revealed the disappearance of the starting material. The Pd was filtered from the reaction and the solvents were removed from the filtrate under reduced pressure. The crude was diluted with DCM and treated with HCl in dioxane; the precipitate was collected and washed with diethyl ether to give the final compound as a brown solid in quantitative yield.

후처리

  1. filtrationThe Pd was filtered from the reaction
  2. customthe solvents were removed from the filtrate under reduced pressure
  3. additionThe crude was diluted with DCM
  4. additiontreated with HCl in dioxane
  5. customthe precipitate was collected
  6. washwashed with diethyl ether

출처 및 근거

ORD 기록
ord-8ae15f576e02456c82c4b28391496808
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598172B2

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