Water → HCID 59454338, 화합물

HRID 1914754노트

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HRID 1914754 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([N+:14]([O-])=O)[C:9]=2[C:17](=[O:19])[CH3:18])[CH2:4][CH2:3]1.C1CCCCC=1.C1COCC1.O>Cl.[Pd].CCO>[NH2:14][C:10]1[CH:11]=[CH:12][CH:13]=[C:8]([N:5]2[CH2:4][CH2:3][N:2]([CH3:1])[CH2:7][CH2:6]2)[C:9]=1[C:17](=[O:19])[CH3:18]

참가 물질

8

반응물 4

HCID 962WaterHCID 8028TetrahydrofuranHCID 8079CyclohexeneHCID 594543161-[2-(4-Methyl-1-piperazinyl)-6-nitrophenyl]ethanone

생성물 1

HCID 59454338HCID 59454338, 화합물수율 95%

시약·촉매·용매 3

HCID 313Hydrochloric Acid촉매HCID 23938Palladium촉매HCID 702Ethanol용매

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온도
70 °C

실험 절차

To a solution of 1-[2-(4-methyl-piperazin-1-yl)-6-nitro-phenyl]-ethanone (270 mg, 1.02 mmol) in a mixture (1:1:1.5:2.5) of cyclohexene:THF:H2O:EtOH (12 ml), Pd/C 10% (328 mg) and two drops of HCl 37% were added. The mixture was heated at 70° C. for 3 hours. The Pd was filtered from the reaction and the solvents were removed from the filtrate under reduced pressure. The crude was purified by flash chromatography (DCM/MeOH/7N NH3 in methanol 9:1:1), to give the final compound (225 mg, 95% yield) as orange oil. This was treated with HCl in dioxane, in order to obtain a more manageable solid.

후처리

  1. filtrationThe Pd was filtered from the reaction
  2. customthe solvents were removed from the filtrate under reduced pressure
  3. customThe crude was purified by flash chromatography (DCM/MeOH/7N NH3 in methanol 9:1:1)

출처 및 근거

ORD 기록
ord-ae06d0dca36d475ca2fc3053e0203e62
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08614220B2

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