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

HRID 1744264노트

반응식

HRID 1744264 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(Cl)(Cl)(Cl)[Cl:21].ClN1C(=O)CCC1=O.O>CCCCCC.C(OCC)(=O)C>[Cl:21][C:6]1[C:2]([CH3:1])=[N:3][O:4][C:5]=1[NH:7][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

참가 물질

6

반응물 4

HCID 962WaterHCID 5943Carbon TetrachlorideHCID 31398ChlorosuccinimideHCID 11369270N-(3-Methyl-5-isoxazolyl)-4-(trifluoromethyl)nicotinamide

생성물 1

HCID 12137634N-(4-Chloro-3-methyl-5-isoxazolyl)-4-(trifluoromethyl)nicotinamide수율 61%

시약·촉매·용매 1

HCID 21226206Ethyl acetate hexane용매

실험 절차

To N-(3-methyl-5isoxazolyl)-4-(trifluoromethyl)nicotinamide (Compound No. 1-2, 101.7 mg, 0.37 mmol) prepared according to Example 1, carbon tetrachloride (2 ml) and N-chlorosuccinimide (64.6 mg, 0.48 mmol) were added, and the mixture was heated under reflux for 1.5 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 (69.3 mg, yield 61%).

후처리

  1. additionwere added
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for 1.5 hours
  4. extractionextracted with ethyl acetate
  5. washThe extract was washed with brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated
  8. customThe resulting residue was purified by thin layer chromatography (a developing solvent

출처 및 근거

ORD 기록
ord-65c5331ee27b46159e1d733e9cc2c66b
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07015236B2

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