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Ethyl Acetate → ethyl 1-(4-fluorophenyl)-2-((2-(2,3,6-trifluorophenyl)propaN-2-yl)thio)-1H-imidazole-5-carboxylate

HRID 2368527
ノート
印刷プレビュー

反応式

HRID 2368527 の反応式
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([F:9])[C:3]=1[C:10](O)([CH3:12])[CH3:11].[F:14][C:15]1[CH:20]=[CH:19][C:18]([N:21]2[C:25]([C:26]([OH:28])=[O:27])=[CH:24][N:23]=[C:22]2[S:29]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[CH:17][CH:16]=1.[CH3:49][CH2:50]OC(C)=O>C(Cl)Cl.[I-].[Zn+2].[I-]>[F:14][C:15]1[CH:16]=[CH:17][C:18]([N:21]2[C:25]([C:26]([O:28][CH2:49][CH3:50])=[O:27])=[CH:24][N:23]=[C:22]2[S:29][C:10]([C:3]2[C:4]([F:9])=[CH:5][CH:6]=[C:7]([F:8])[C:2]=2[F:1])([CH3:12])[CH3:11])=[CH:19][CH:20]=1
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 8857Ethyl AcetateHCID 711174681-(4-fluorophenyl)-2-(tritylthio)-1H-imidazole-5-carboxylic acidHCID 833844992-(2,3,6-Trifluorophenyl)propan-2-ol

生成物 1

HCID 71118251ethyl 1-(4-fluorophenyl)-2-((2-(2,3,6-trifluorophenyl)propaN-2-yl)thio)-1H-imidazole-5-carboxylate

試薬・触媒・溶媒 2

HCID 9883512zinc(II)iodide触媒
HCID 6344
Dichloromethane
溶媒

実験手順

To a solution of 2-(2,3,6-trifluorophenyl)propan-2-ol (74) (0.73 g, 3.8 mmol) and ethyl 1-(4-fluorophenyl)-2-mercapto-1H-imidazole-5-carboxylate (6) (1.12 g, 4.2 mmol) in CH2Cl2 (5 mL) was added zinc iodide (1.7 g, 5.3 mmol) at room temperature. The mixture was stirred at room temperature overnight. The reaction was diluted with EtOAc and washed with 0.5 N NaOH, water, brine, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel to afford ethyl 1-(4-fluorophenyl)-2-((2-(2,3,6-trifluorophenyl)propaN-2-yl)thio)-1H-imidazole-5-carboxylate. (75).

後処理

  1. washwashed with 0.5 N NaOH, water, brine
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by flash column chromatography on silica gel

出典と根拠

ORDレコード
ord-74900ade3cad4aa8852859770f391fe9
出典データセット
uspto-grants-2014_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08703776B2

反応ノート

読み込み中…

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