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

HRID 1804234ノート

反応式

HRID 1804234 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
65 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-360310f0f93a438cbad49f4a4750116e
出典データセット
uspto-grants-2013_01
特許番号
US08354401B2

反応ノート

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