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

HRID 604825ノート

反応式

HRID 604825 の反応式
[F:1][C:2]([F:13])([F:12])[C:3]1[C:4]([C:9]([OH:11])=O)=[N:5][CH:6]=[CH:7][N:8]=1.[CH2:14]([C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][C:24]=1[CH:25]([C:30]([F:33])([F:32])[F:31])[C:26]([F:29])([F:28])[F:27])[NH2:21])[CH:15]([CH3:17])[CH3:16].[I-].ClC1C=CC=C[N+]=1C.C(N(CC)CC)C>C1COCC1.C(OCC)(=O)C>[CH2:14]([C:18]1[CH:19]=[C:20]([NH:21][C:9]([C:4]2[C:3]([C:2]([F:1])([F:13])[F:12])=[N:8][CH:7]=[CH:6][N:5]=2)=[O:11])[CH:22]=[CH:23][C:24]=1[CH:25]([C:30]([F:31])([F:32])[F:33])[C:26]([F:27])([F:28])[F:29])[CH:15]([CH3:17])[CH3:16]

参加物

7

反応物 4

HCID 8471TriethylamineHCID 1670692-Chloro-1-methylpyridinium iodideHCID 536308603-(Trifluoromethyl)pyrazine-2-carboxylic acidHCID 866190043-Isobutyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]aniline

生成物 1

HCID 86619011N-{3-isobutyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]phenyl}-3-trifluoromethylpyrazine-2-carboxamide収率 62%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

3-Trifluoromethyl-2-pyrazine carboxylic acid (192 mg, 1 mmol), 3-isobutyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]aniline (199 mg, 1 mmol), 2-chloro-1-methylpyridinium iodide (255 mg, 1 mmol) and triethylamine (303 mg, 3 mmol) were dissolved in THF (10 ml) and refluxed under heating for 2 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 solution was purified by using silica gel chromatography (hexane:ethyl acetate=2:1) to obtain 293 mg of the desired compound as paste state.

後処理

  1. temperaturerefluxed
  2. temperatureunder heating for 2 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 solution was purified

出典と根拠

ORDレコード
ord-39271c02c469412c8281d5e312c24e89
出典データセット
uspto-grants-2011_03
特許番号
US07910735B2

反応ノート

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