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Dimethylformamide → 4-(4-{2-butyl-1-[4-(4-fluoro-3-trifluoromethyl-phenoxy)-phenyl]-1H-imidazol-4-yl}-phenoxy)-1-methyl-piperidine

HRID 17656
ノート
印刷プレビュー

反応式

HRID 17656 の反応式
[F:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7]2[CH:13]=[CH:12][C:10]([NH2:11])=[CH:9][CH:8]=2)=[CH:4][C:3]=1[C:16]([F:19])([F:18])[F:17].[CH3:20][N:21]([CH:23]=O)[CH3:22].Br[CH2:26][C:27]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)=O>O.CCOCC>[CH2:9]([C:10]1[N:11]([C:10]2[CH:9]=[CH:8][C:7]([O:6][C:5]3[CH:14]=[CH:15][C:2]([F:1])=[C:3]([C:16]([F:17])([F:18])[F:19])[CH:4]=3)=[CH:13][CH:12]=2)[CH:26]=[C:27]([C:29]2[CH:34]=[CH:33][C:32]([O:6][CH:5]3[CH2:14][CH2:22][N:21]([CH3:20])[CH2:23][CH2:4]3)=[CH:31][CH:30]=2)[N:11]=1)[CH2:8][CH2:7][CH3:13]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 6228DimethylformamideHCID 6259Phenacyl bromideHCID 669773444-[4-Fluoro-3-(trifluoromethyl)phenoxy]aniline

生成物 1

HCID 596993654-(4-{2-butyl-1-[4-(4-fluoro-3-trifluoromethyl-phenoxy)-phenyl]-1H-imidazol-4-yl}-phenoxy)-1-methyl-piperidine

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 3283
Diethyl Ether
溶媒

実験手順

To a stirred solution of 4-(4-fluoro-3-trifluoromethyl-phenoxy)-aniline (1.64 mmol) in anhydrous DMF (30 mL) DIEA (3 eq) was added, followed by slow addition of the alpha-bromoacetophenone described above (2 eq), according to General Procedure R2. The reaction mixture was stirred under nitrogen at rt until completion, as indicated by TLC and HPLC. The reaction mixture was then diluted with cold H2O and the product was isolated in Et2O. The combined organic layers were washed with brine and dried over sodium sulfate. Evaporation of solvent in vacuuo afforded the desired product. The crude alkylated aniline was purified by chromatography on silica gel (elution with 5-20% EtOAc/Hexane).

後処理

  1. washThe combined organic layers were washed with brine
  2. dry with materialdried over sodium sulfate
  3. customEvaporation of solvent in vacuuo

出典と根拠

ORDレコード
ord-a3c4b57671024732b848cf03e61f3468
出典データセット
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07737285B2

反応ノート

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