4-Iodo-1-tritylimidazole → 2-(1H-imidazol-4-yl)pyrazine

HRID 353771

反応式

HRID 353771 の反応式
I[C:2]1[N:3]=[CH:4][N:5](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:6]=1.C([Mg]Br)C.Br[C:31]1[N:32]=[CH:33][CH:34]=[N:35][CH:36]=1>C1COCC1.[Cl-].[Zn+2].[Cl-].[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[NH:5]1[CH:6]=[C:2]([C:31]2[CH:36]=[N:35][CH:34]=[CH:33][N:32]=2)[N:3]=[CH:4]1

参加物

7

反応物 3

HCID 6182524-Iodo-1-tritylimidazoleHCID 6428002-BromopyrazineHCID 178418443HCID 178418443、化合物

生成物 1

HCID 1784207612-(1H-imidazol-4-yl)pyrazine

試薬・触媒・溶媒 3

HCID 3007855Zincchloride触媒HCID 11979704Tetrakis(triphenylphosphine)palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 4-Iodo-1-trityl-1H-imidazole (1 eq) in THF at room temperature was added ethylmagnesium bromide (1.2 eq) under dry conditions. After stirring for 90 minutes, zinc chloride (1.2 eq) was added to the reaction mixture. After stirring for another 90 minutes, tetrakis(triphenylphosphine) palladium (10%) and 5-bromopyrazine (1.3 eq) were added to the reaction mixture. Subsequent reaction conditions and work up are as described previously in Example 73, the resulting solid 2-(1H-Imidazol-4-yl)-pyrazine (37%) was collected by filtration. MH+(147).

後処理

  1. stirringAfter stirring for another 90 minutes
  2. customSubsequent reaction conditions and work
  3. filtrationthe resulting solid 2-(1H-Imidazol-4-yl)-pyrazine (37%) was collected by filtration

出典と根拠

ORDレコード
ord-2ffb63a6393a408bb6de2ae981e79900
出典データセット
uspto-grants-2004_06
特許番号
US06756359B2

関連ノート

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