3-methoxy-4-nitro-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-ylcarbonyl)pent-1-yloxy]phenyl]benzamide → 4-amino-3-methoxy-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]benzamide

HRID 1005581노트

반응식

HRID 1005581 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:32]=[CH:33][C:34]=1[N+:35]([O-])=O)[C:6]([N:8]([CH3:31])[C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][C:10]=1[O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([N:24]1[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]1)=[O:23])=[O:7]>C(O)C.C(OCC)(=O)C.[Fe]>[NH2:35][C:34]1[CH:33]=[CH:32][C:5]([C:6]([N:8]([CH3:31])[C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][C:10]=2[O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([N:24]2[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]2)=[O:23])=[O:7])=[CH:4][C:3]=1[O:2][CH3:1]

참가 물질

5

반응물 1

HCID 187914403-methoxy-4-nitro-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-ylcarbonyl)pent-1-yloxy]phenyl]benzamide

생성물 1

HCID 183549064-amino-3-methoxy-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-yl)carbonylpent-1-yloxy]phenyl]benzamide수율 80.5%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 3-methoxy-4-nitro-N-methyl-N-[4-methyl-2-[5-(4methylpiperazin-1-ylcarbonyl)pent-1-yloxy]phenyl]benzamide (6.2 g) and iron powder (3.43 g) in a mixture of ethanol (65 ml) and ethyl acetate (6 ml) was refluxed for 2 hours. After being cooled to ambient temperature, the solution was filtered through a bed of Celite and the filtrate was evaporated in vacuo. The residue was diluted with ethyl acetate and the solution was washed with saturated sodium hydrogen carbonate and brine, and dried over magnesium sulfate. The solvent was evaporated in vacuo to give 4-amino-3-methoxy-N-methyl-N-[4-methyl-2-[5-(4-methylpiperazin-1-ylcarbonyl)pent-1-yloxy]phenyl]benzamide (4.7 g ).

후처리

  1. temperaturewas refluxed for 2 hours
  2. filtrationthe solution was filtered through a bed of Celite
  3. customthe filtrate was evaporated in vacuo
  4. additionThe residue was diluted with ethyl acetate
  5. washthe solution was washed with saturated sodium hydrogen carbonate and brine
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was evaporated in vacuo

출처 및 근거

ORD 기록
ord-d0bf01534a354e1c877963fe618f6459
출처 데이터셋
uspto-grants-2000_04
특허 번호
US06054457

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