1-[2-Methyl-5-(methyloxy)-4-nitrophenyl]-4-[2-(methyloxy)ethyl]piperazine → 5-Methyl-2-(methyloxy)-4-{4-[2-(methyloxy)ethyl]-1-piperazinyl}aniline

HRID 419658노트

반응식

HRID 419658 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[C:5]([O:11][CH3:12])=[CH:4][C:3]=1[N:13]1[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][O:21][CH3:22])[CH2:15][CH2:14]1>CCOC(C)=O.CO>[CH3:1][C:2]1[C:3]([N:13]2[CH2:14][CH2:15][N:16]([CH2:19][CH2:20][O:21][CH3:22])[CH2:17][CH2:18]2)=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:7]=1)[NH2:8]

참가 물질

3

반응물 1

HCID 594526231-[2-Methyl-5-(methyloxy)-4-nitrophenyl]-4-[2-(methyloxy)ethyl]piperazine

생성물 1

HCID 594528205-Methyl-2-(methyloxy)-4-{4-[2-(methyloxy)ethyl]-1-piperazinyl}aniline수율 366.3%

시약·촉매·용매 1

HCID 21584119Ethylacetate methanol용매

실험 절차

1-[2-methyl-5-(methyloxy)-4-nitrophenyl]-4-[2-(methyloxy)ethyl]piperazine (1.44 g, 4.66 mmol) was placed in a 100 mL high pressure vessel and dissolved in 60 mL of 1 to 1 EtOAc/MeOH. 5 wt % Platinum(sulfided)/C (1.09 g, 0.28 mmol) was added followed quickly by a rubber septum. The vial was evacuated and filled with N2 six times to remove any oxygen. The vial was then pressurized with H2 (60 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 B (1.15 g, 17.07 mmol, 88%). 1H NMR (400 MHz, DMSO-d6) δ ppm 6.56 (s, 1H), 6.42 (s, 1H), 4.30 (s, 2H), 3.70 (s, 3H), 3.43 (t, J=5.87 Hz, 2H), 3.23 (s, 3H), 2.71 (t, J=4.58 Hz, 4H), 2.45-2.56 (m, 6H), 2.04 (s, 3H)

후처리

  1. customThe vial 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

출처 및 근거

ORD 기록
ord-30a3fe884e1a4d7096e681d0cb83d62b
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093239B2

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