Water → N-[2-fluoro-5-{2-(methoxycarbonyl)methoxy-3-pyridyloxy}-4-nitrophenyl]acetamide

HRID 1862224ノート

反応式

HRID 1862224 の反応式
C(=O)([O-])[O-].[K+].[K+].[OH:7][C:8]1[C:9]([O:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])=[N:10][CH:11]=[CH:12][CH:13]=1.[F:20][C:21]1[CH:26]=[C:25]([N+:27]([O-:29])=[O:28])[C:24](F)=[CH:23][C:22]=1[NH:31][C:32](=[O:34])[CH3:33].O>CN(C)C=O>[F:20][C:21]1[CH:26]=[C:25]([N+:27]([O-:29])=[O:28])[C:24]([O:7][C:8]2[C:9]([O:14][CH2:15][C:16]([O:18][CH3:19])=[O:17])=[N:10][CH:11]=[CH:12][CH:13]=2)=[CH:23][C:22]=1[NH:31][C:32](=[O:34])[CH3:33]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 12115514Methyl 2-((3-hydroxypyridin-2-yl)oxy)acetateHCID 14624893N-(2,5-Difluoro-4-nitrophenyl)acetamide

生成物 1

HCID 21933549N-[2-fluoro-5-{2-(methoxycarbonyl)methoxy-3-pyridyloxy}-4-nitrophenyl]acetamide収率 70.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
65 °C

実験手順

2.08 g of potassium carbonate was added to a solution of 3.0 g of 3-hydroxy-2-(methoxycarbonyl)methoxypyridine and 2.95 g of N-(2,5-difluoro-4-nitrophenyl)acetamide in 40 ml of N,N-dimethylformamide. The mixture was stirred for 2 hours at temperature from 60 to 70° C. Then, the mixture was cooled to room temperature, poured into water, extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over magnesium sulfate, and concentrated to obtain crude crystal. The crude was washed with diisopropyl ether to obtain 3.67 g of N-[2-fluoro-5-{2-(methoxycarbonyl)methoxy-3-pyridyloxy}-4-nitrophenyl]acetamide.

後処理

  1. temperatureThen, the mixture was cooled to room temperature
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with saturated saline
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customto obtain crude crystal
  7. washThe crude was washed with diisopropyl ether

出典と根拠

ORDレコード
ord-b8361d2b92324d28af33cda5b66bf8f1
出典データセット
uspto-grants-2003_03
特許番号
US06537948B1

反応ノート

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