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

HRID 353771

반응식

HRID 353771 반응식
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

참가 물질

7

반응물 3

HCID 6182524-Iodo-1-tritylimidazoleHCID 6428002-BromopyrazineHCID 178418443HCID 178418443, 화합물

생성물 1

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

시약·촉매·용매 3

HCID 3007855Zincchloride촉매HCID 11979704Tetrakis(triphenylphosphine)palladium촉매HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-2ffb63a6393a408bb6de2ae981e79900
출처 데이터셋
uspto-grants-2004_06
특허 번호
US06756359B2

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