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

HRID 2388626ノート

反応式

HRID 2388626 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6f666e90697b4fb7ae0c701aebb08de8
出典データセット
uspto-grants-2012_09
特許番号
US08269045B2

反応ノート

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