Water → HCID 59454338、化合物

HRID 1914754ノート

反応式

HRID 1914754 の反応式
[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]

参加物

8

反応物 4

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

生成物 1

HCID 59454338HCID 59454338、化合物収率 95%

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid触媒HCID 23938Palladium触媒HCID 702Ethanol溶媒

反応条件

温度
70 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-ae06d0dca36d475ca2fc3053e0203e62
出典データセット
uspto-grants-2013_12
特許番号
US08614220B2

反応ノート

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