Ethanol → 3-{3-Amino-4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}oxazolidin-2-one

HRID 1804234노트

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HRID 1804234 반응식
[Cl-].[NH4+].C(O)C.[CH3:6][C:7]1[C:8]([N:14]2[CH2:19][CH2:18][N:17]([C:20]([C:22]3[CH:27]=[CH:26][C:25]([N:28]4[CH2:32][CH2:31][O:30][C:29]4=[O:33])=[CH:24][C:23]=3[N+:34]([O-])=O)=[O:21])[CH2:16][CH2:15]2)=[N:9][CH:10]=[C:11]([CH3:13])[CH:12]=1>O>[NH2:34][C:23]1[CH:24]=[C:25]([N:28]2[CH2:32][CH2:31][O:30][C:29]2=[O:33])[CH:26]=[CH:27][C:22]=1[C:20]([N:17]1[CH2:16][CH2:15][N:14]([C:8]2[C:7]([CH3:6])=[CH:12][C:11]([CH3:13])=[CH:10][N:9]=2)[CH2:19][CH2:18]1)=[O:21]

참가 물질

5

반응물 3

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 673811113-{4-[4-(3,5-Dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-nitrophenyl}oxazolidin-2-one

생성물 1

HCID 673810033-{3-Amino-4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}oxazolidin-2-one수율 17.2%

시약·촉매·용매 1

HCID 962Water용매

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온도
65 °C

실험 절차

A mixture of ammonium chloride (0.779 g), reduced iron (0.56 g), ethanol (16 mL) and water (4.3 mL) was stirred with heating at 60-70° C., and 3-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]-3-nitrophenyl}oxazolidin-2-one (1.105 g) described in Example 129 was added. After completion of the reaction, the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and the solvent was evaporated. The residue was purified by column chromatography (chloroform:methanol) to give the title compound (0.177 g).

후처리

  1. additionwas added
  2. customAfter completion of the reaction
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with saturated brine
  5. customthe solvent was evaporated
  6. customThe residue was purified by column chromatography (chloroform:methanol)

출처 및 근거

ORD 기록
ord-360310f0f93a438cbad49f4a4750116e
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354401B2

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