Triethylamine → N-{3-isobutyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]phenyl}-3-methyl-pyrazine-2-carboxamide

HRID 2388626노트

반응식

HRID 2388626 반응식
[CH3:1][C:2]1[C:3]([C:8]([OH:10])=O)=[N:4][CH:5]=[CH:6][N:7]=1.[CH2:11]([C:15]1[CH:16]=[C:17]([CH:19]=[CH:20][C:21]=1[CH:22]([C:27]([F:30])([F:29])[F:28])[C:23]([F:26])([F:25])[F:24])[NH2:18])[CH:12]([CH3:14])[CH3:13].[I-].ClC1C=CC=C[N+]=1C.C(N(CC)CC)C>O1CCCC1.C(OCC)(=O)C>[CH2:11]([C:15]1[CH:16]=[C:17]([NH:18][C:8]([C:3]2[C:2]([CH3:1])=[N:7][CH:6]=[CH:5][N:4]=2)=[O:10])[CH:19]=[CH:20][C:21]=1[CH:22]([C:27]([F:28])([F:29])[F:30])[C:23]([F:24])([F:25])[F:26])[CH:12]([CH3:14])[CH3:13]

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 1670692-Chloro-1-methylpyridinium iodideHCID 131534683-Methylpyrazine-2-carboxylic acidHCID 866190043-Isobutyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]aniline

생성물 1

HCID 11690266N-{3-isobutyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]phenyl}-3-methyl-pyrazine-2-carboxamide수율 69.2%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

3-Methylpyrazine-2-carboxylic acid (138 mg, 1 mmol), 3-isobutyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]aniline (299 mg, 1 mmol), 2-chloro-1-methylpyridinium iodide (255 mg, 1 mmol) and triethylamine (303 mg, 3 mmol) were dissolved in tetrahydrofuran (10 ml) and refluxed under heating for 3 hours. The reaction solution was diluted with ethyl acetate, followed by washing with water. The organic layer was dried over magnesium sulfate anhydride, and concentrated under reduced pressure, and then the residue was purified by using silica gel chromatography (hexane:ethyl acetate=2:1) to obtain 290 mg of the desired compound.

후처리

  1. temperaturerefluxed
  2. temperatureunder heating for 3 hours
  3. washby washing with water
  4. dry with materialThe organic layer was dried over magnesium sulfate anhydride
  5. concentrationconcentrated under reduced pressure
  6. customthe residue was purified

출처 및 근거

ORD 기록
ord-6f666e90697b4fb7ae0c701aebb08de8
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08269045B2

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