1-Methyl-4-{2-[3-(methyloxy)-4-nitrophenyl]ethyl}piperazine → 2-Methoxy-4-[2-(4-methylpiperazin-1-yl)ethyl]aniline

HRID 419462ノート

反応式

HRID 419462 の反応式
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-])=O)=[C:12]([O:19][CH3:20])[CH:11]=2)[CH2:4][CH2:3]1>CCOC(C)=O.CO>[CH3:20][O:19][C:12]1[CH:11]=[C:10]([CH2:9][CH2:8][N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)[CH:15]=[CH:14][C:13]=1[NH2:16]

参加物

3

反応物 1

HCID 594526681-Methyl-4-{2-[3-(methyloxy)-4-nitrophenyl]ethyl}piperazine

生成物 1

HCID 574161632-Methoxy-4-[2-(4-methylpiperazin-1-yl)ethyl]aniline収率 86%

試薬・触媒・溶媒 1

HCID 21584119Ethylacetate methanol溶媒

実験手順

1-Methyl-4-{2-[3-(methyloxy)-4-nitrophenyl]ethyl}piperazine (0.6 g, 2.15 mmol) was placed in a 100 mL high pressure vessel and dissolved in 30 mL of 1 to 1 EtOAc/MeOH. 5 wt % Platinum(sulfided)/carbon (0.42 g, 0.107 mmol) was added followed quickly by a rubber septum. The flask was evacuated and filled with N2 six times to remove any oxygen. The vessel was then pressurized with H2 (50 psi). The solution stirred overnight. The next morning the vessel was evacuated and filled with N2 six times to remove any H2. The solution was filtered through celite and evaporated to afford the title compound of step D (0.460 g, 1.84 mmol, 86%). 1H NMR (400 MHz, CDCl3) δ ppm 6.60-6.64 (m, 3H), 3.82 (s, 3H), 3.64 (bs, 2H), 2.64-2.73 (m, 2H), 2.38-2.63 (m, 10H), 2.29 (s, 3H).

後処理

  1. customThe flask was evacuated
  2. additionfilled with N2 six times
  3. customto remove any oxygen
  4. customThe next morning the vessel was evacuated
  5. additionfilled with N2 six times
  6. customto remove any H2
  7. filtrationThe solution was filtered through celite
  8. customevaporated

出典と根拠

ORDレコード
ord-b5b519374f5245b2b8384b78c3629d47
出典データセット
uspto-grants-2012_01
特許番号
US08093239B2

反応ノート

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