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Water → N-Ethoxymethyl-N-(3-methyl-5-isoxazolyl)-4-(trifluoromethyl)nicotinamide

HRID 1744263
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HRID 1744263 반응식
[CH3:1][C:2]1[CH:6]=[C:5]([NH:7][C:8](=[O:19])[C:9]2[C:14]([C:15]([F:18])([F:17])[F:16])=[CH:13][CH:12]=[N:11][CH:10]=2)[O:4][N:3]=1.[C:20](=[O:23])([O-])[O-].[K+].[K+].Br[CH2:27][C:28]#N.O>CN(C)C=O.CCCCCC.C(OCC)(=O)C>[CH2:27]([O:23][CH2:20][N:7]([C:5]1[O:4][N:3]=[C:2]([CH3:1])[CH:6]=1)[C:8](=[O:19])[C:9]1[C:14]([C:15]([F:18])([F:16])[F:17])=[CH:13][CH:12]=[N:11][CH:10]=1)[CH3:28]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 11534BromoacetonitrileHCID 11369270N-(3-Methyl-5-isoxazolyl)-4-(trifluoromethyl)nicotinamide

생성물 1

HCID 12137633N-Ethoxymethyl-N-(3-methyl-5-isoxazolyl)-4-(trifluoromethyl)nicotinamide수율 75%

시약·촉매·용매 2

HCID 6228
Dimethylformamide
용매
HCID 21226206Ethyl acetate hexane용매

실험 절차

N-(3-Methyl-5-isoxazolyl)-4-(trifluoromethyl)nicotinamide (Compound No. 1-2, 107.1 mg, 0.39 mmol) prepared according to Example 1 was dissolved in dimethylformamide (2 ml). To this solution, potassium carbonate (81.4 mg, 0.59 mmol) and bromoacetonitrile (30 μl, 0.43 mmol) were added, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated. The resulting residue was purified by thin layer chromatography (a developing solvent: hexane/ethyl acetate=1/1) to obtain the title compound (91.3 mg, yield 75%).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customThe resulting residue was purified by thin layer chromatography (a developing solvent

출처 및 근거

ORD 기록
ord-cae72c3d8876401a8e989f6d0aaf60f2
출처 데이터셋
uspto-grants-2006_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07015236B2

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