2-Chloro-5-fluoropyridine → 4-(5-Fluoro-2-pyridyl)-1-trityl-1H-imidazole

HRID 431984

反応式

HRID 431984 の反応式
C([Sn](CCCC)(CCCC)[C:6]1[N:7]=[CH:8][N:9]([C:11]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:10]=1)CCC.Cl[C:39]1[CH:44]=[CH:43][C:42]([F:45])=[CH:41][N:40]=1>C1(C)C=CC=CC=1>[F:45][C:42]1[CH:43]=[CH:44][C:39]([C:6]2[N:7]=[CH:8][N:9]([C:11]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH:10]=2)=[N:40][CH:41]=1

参加物

4

反応物 2

HCID 27828012-Chloro-5-fluoropyridineHCID 118281174-(Tributylstannyl)-1-tritylimidazole

生成物 1

HCID 219424474-(5-Fluoro-2-pyridyl)-1-trityl-1H-imidazole収率 34%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To the solution of 4-Tributylstannyl-1-trityl-1H-imidazole (1.00 g, 1.67 mmol) in toluene (10 ml) added 2-Chloro-5-fluoropyridine (0.31 g, 2.38 mmol) and tetrakis(triphenylphoshine)palladium (0) (0.19 g, 0.17 mmol), sequentially. The resulting brownish yellow reaction mixture was heated at reflux under argon overnight. The reaction mixture was cooled to room temperature and concentrated in-vacuo. The residue was purified on silica gel using 30% diethyl ether in hexanes to isolate 4-(5-Fluoro-2-pyridyl)-1-trityl-1H-imidazole (0.23 g) as a clear oil.

後処理

  1. temperatureThe resulting brownish yellow reaction mixture was heated
  2. temperatureat reflux under argon overnight
  3. concentrationconcentrated in-vacuo
  4. customThe residue was purified on silica gel using 30% diethyl ether in hexanes

出典と根拠

ORDレコード
ord-ddcfbe05e74f4554b532bafb89cc1472
出典データセット
uspto-grants-2003_12
特許番号
US06660753B2

関連ノート

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