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4-((4-Fluorobenzyl)oxy)-1-(3-(methylamino)-4-nitrophenyl)pyridin-2(1H)-one → 1-(4-Amino-3-(methylamino)phenyl)-4-((4-fluorobenzyl)oxy)pyridin-2(1H)-one

HRID 2202850
ノート
印刷プレビュー

反応式

HRID 2202850 の反応式
[F:1][C:2]1[CH:27]=[CH:26][C:5]([CH2:6][O:7][C:8]2[CH:13]=[CH:12][N:11]([C:14]3[CH:19]=[CH:18][C:17]([N+:20]([O-])=O)=[C:16]([NH:23][CH3:24])[CH:15]=3)[C:10](=[O:25])[CH:9]=2)=[CH:4][CH:3]=1>CC(O)=O.[Zn]>[NH2:20][C:17]1[CH:18]=[CH:19][C:14]([N:11]2[CH:12]=[CH:13][C:8]([O:7][CH2:6][C:5]3[CH:26]=[CH:27][C:2]([F:1])=[CH:3][CH:4]=3)=[CH:9][C:10]2=[O:25])=[CH:15][C:16]=1[NH:23][CH3:24]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 896904424-((4-Fluorobenzyl)oxy)-1-(3-(methylamino)-4-nitrophenyl)pyridin-2(1H)-one

生成物 1

HCID 896902791-(4-Amino-3-(methylamino)phenyl)-4-((4-fluorobenzyl)oxy)pyridin-2(1H)-one収率 79.7%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

実験手順

To a suspension of 4-((4-fluorobenzyl)oxy)-1-(3-(methylamino)-4-nitrophenyl)pyridin-2(1H)-one (500 mg) in AcOH (30 ml) was added zinc (885 mg), and the mixture was stirred at room temperature for 1 h. The insoluble material was removed by filtration and washed with MeOH. The filtrate was concentrated, and partitioned between EtOAc, THF and saturated NaHCO3 solution. The organic layer was then washed with brine, dried over MgSO4, and concentrated. The resulting solid was collected, and washed with IPE to give the title compound (366 mg) as a brown solid.

後処理

  1. customThe insoluble material was removed by filtration
  2. washwashed with MeOH
  3. concentrationThe filtrate was concentrated
  4. custompartitioned between EtOAc, THF and saturated NaHCO3 solution
  5. washThe organic layer was then washed with brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated
  8. customThe resulting solid was collected
  9. washwashed with IPE

出典と根拠

ORDレコード
ord-638e35d32034432eb819ab6ef355d695
出典データセット
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09365540B2

反応ノート

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