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

HRID 1744263
ノート
印刷プレビュー

反応式

HRID 1744263 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6228
Dimethylformamide
溶媒
HCID 21226206Ethyl acetate hexane溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-cae72c3d8876401a8e989f6d0aaf60f2
出典データセット
uspto-grants-2006_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07015236B2

反応ノート

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