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3-Bromopyridine → 3-(4-Methyl-1H-imidazol-5-yl)pyridine

HRID 2055127
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HRID 2055127 반응식
I[C:2]1[N:3]=[CH:4][N:5](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[C:6]=1[CH3:7].C([Mg]Br)C.Br[C:32]1[CH:33]=[N:34][CH:35]=[CH:36][CH:37]=1>C1COCC1.[Cl-].[Zn+2].[Cl-].C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:7][C:6]1[NH:5][CH:4]=[N:3][C:2]=1[C:32]1[CH:33]=[N:34][CH:35]=[CH:36][CH:37]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 122863-BromopyridineHCID 235114374-Iodo-5-methyl-1-trityl-1H-imidazoleHCID 178418443HCID 178418443, 화합물

생성물 1

HCID 235114243-(4-Methyl-1H-imidazol-5-yl)pyridine수율 92%

시약·촉매·용매 3

HCID 3007855Zincchloride촉매
HCID 178418397
HCID 178418397, 화합물
촉매
HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-iodo-5-methyl-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 3-bromopyridine (1.2 eq) were added to the reaction mixture. Subsequent reaction conditions were performed as in Example 73 to give 3-(5-methyl-1H-imidazol-4-yl)-pyridine (92%). MH+(160)

후처리

  1. stirringAfter stirring for another 90 minutes
  2. customSubsequent reaction conditions

출처 및 근거

ORD 기록
ord-ab939d0b85bc47e0956fbd3be1e00367
출처 데이터셋
uspto-grants-2008_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07332476B2

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