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

HRID 1862224노트

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HRID 1862224 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
65 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-b8361d2b92324d28af33cda5b66bf8f1
출처 데이터셋
uspto-grants-2003_03
특허 번호
US06537948B1

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