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

HRID 419503노트

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HRID 419503 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][S:21]([CH3:24])(=[O:23])=[O: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][S:21]([CH3:24])(=[O:22])=[O:23])[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 534879841-[2-(Methanesulfonyl)ethyl]-4-(5-methoxy-2-methyl-4-nitrophenyl)piperazine

생성물 1

HCID 594420995-Methyl-2-(methyloxy)-4-{4-[2-(methylsulfonyl)ethyl)-1-piperazinyl}aniline수율 82%

시약·촉매·용매 1

HCID 21584119Ethylacetate methanol용매

실험 절차

1-[2-methyl-5-(methyloxy)-4-nitrophenyl]-4-[2-(methylsulfonyl)ethyl]piperazine from a separate batch (0.257 g, 0.72 mmol) was placed in a 40 mL high vial and dissolved in 10 mL of 1 to 1 EtOAc/MeOH. 5 wt % Platinum(sulfided)/carbon (0.165 g, 0.043 mmol) was added followed quickly by a screw cap septum. The vial was evacuated and filled with N2 six times to remove any oxygen. The vial was then pressurized with H2 (balloon). 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 (0.194 g, 0.59 mmol, 82%). 1H NMR (400 MHz, CDCl3) δ ppm 6.54 (s, 2H), 3.80 (s, 3H), 3.30-3.37 (m, 2H), 3.07 (s, 3H), 2.91-2.98 (m, 6H), 2.82-2.90 (m, 4H), 2.15 (s, 3H).

후처리

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

출처 및 근거

ORD 기록
ord-e30bd48eff5c4883a8e46eb375b096b6
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093239B2

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