2,3,6-Trifluoroaniline → ethyl 1-(4-fluorophenyl)-2-(((2,3,6-trifluorophenyl)amino)methyl)-1H-imidazole-5-carboxylate

HRID 2368485ノート

反応式

HRID 2368485 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:11][N:10]=[C:9]2[CH:18]=O)=[CH:4][CH:3]=1.[F:20][C:21]1[C:27]([F:28])=[CH:26][CH:25]=[C:24]([F:29])[C:22]=1[NH2:23].[B][B][B][B][B][B][B][B][B][B]>C(O)(=O)C.CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:11][N:10]=[C:9]2[CH2:18][NH:23][C:22]2[C:24]([F:29])=[CH:25][CH:26]=[C:27]([F:28])[C:21]=2[F:20])=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 5222832,3,6-TrifluoroanilineHCID 86677543ethyl 1-(4-fluorophenyl)-2-formyl-1H-imidazole-5-carboxylateHCID 178419135HCID 178419135、化合物

生成物 1

HCID 71117752ethyl 1-(4-fluorophenyl)-2-(((2,3,6-trifluorophenyl)amino)methyl)-1H-imidazole-5-carboxylate

試薬・触媒・溶媒 2

HCID 176Acetic Acid触媒HCID 887Methanol溶媒

実験手順

A solution of ethyl 1-(4-fluorophenyl)-2-formyl-1H-imidazole-5-carboxylate (16) (150 mg, 0.57 mmol), 2,3,6-trifluoroaniline (60.4 μL, 0.57 mmol), decaborane (14 mg, 0.11), acetic acid (2 drops), and methanol (6 mL) was stirred at room temperature overnight. The reaction was concentrated and the residue was purified by flash column chromatography on silica gel (0-30% EtOAc in hexanes) to yield ethyl 1-(4-fluorophenyl)-2-(((2,3,6-trifluorophenyl)amino)methyl)-1H-imidazole-5-carboxylate (23).

後処理

  1. concentrationThe reaction was concentrated
  2. customthe residue was purified by flash column chromatography on silica gel (0-30% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-dfbce6092f9649448ca2ce99c4f81893
出典データセット
uspto-grants-2014_04
特許番号
US08703776B2

反応ノート

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