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

HRID 2216876노트

반응식

HRID 2216876 반응식
C([Sn](CCCC)(CCCC)[C:6]1[CH:29]=[CH:28][C:9]([C:10]([N:23]2[CH:27]=[CH:26][N:25]=[CH:24]2)([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:8][CH:7]=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:26]2[N:25]=[CH:24][N:23]([C:10]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)([C:9]3[CH:28]=[CH:29][CH:6]=[CH:7][CH:8]=3)[C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH:27]=2)=[N:40][CH:41]=1

참가 물질

4

반응물 2

HCID 27828012-Chloro-5-fluoropyridineHCID 693552504-Tributylstanny 1-trityl-1H-imidazole

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To the solution of 4-Tributylstanny 1-trityl-1H-imidazole (1.00 g, 1.67 mmol) in toluene (1.0 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.

후처리

  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

출처 및 근거

ORD 기록
ord-d2db63569d154fa69d0bc1e92729d956
출처 데이터셋
uspto-grants-2006_09
특허 번호
US07112595B2

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