Sodium hydride → 3-Methyl-1-phenyl-5-(3-pyrazin-2-yl-5-m-tolyl-1H-imidazol-4-yl)-1,3-dihydro-benzoimidazol-2-one

HRID 1828165노트

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HRID 1828165 반응식
[CH3:1][N:2]1[C:6]2[CH:7]=[C:8]([C:11]3[N:12]=[CH:13][NH:14][C:15]=3[C:16]3[CH:17]=[C:18]([CH3:22])[CH:19]=[CH:20][CH:21]=3)[CH:9]=[CH:10][C:5]=2[N:4]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:3]1=[O:29].[H-].[Na+].Cl[C:33]1[CH:38]=[N:37][CH:36]=[CH:35][N:34]=1>CN(C=O)C>[CH3:1][N:2]1[C:6]2[CH:7]=[C:8]([C:11]3[N:12]([C:33]4[CH:38]=[N:37][CH:36]=[CH:35][N:34]=4)[CH2:13][NH:14][C:15]=3[C:16]3[CH:17]=[C:18]([CH3:22])[CH:19]=[CH:20][CH:21]=3)[CH:9]=[CH:10][C:5]=2[N:4]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:3]1=[O:29]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 73277ChloropyrazineHCID 1784246913-Methyl-1-phenyl-5-(5-m-tolyl-1H-imidazol-4-yl)-1,3-dihydro-benzoimidazol-2-one

생성물 1

HCID 220638033-Methyl-1-phenyl-5-(3-pyrazin-2-yl-5-m-tolyl-1H-imidazol-4-yl)-1,3-dihydro-benzoimidazol-2-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
120 °C

실험 절차

To a stirred solution of 3-Methyl-1-phenyl-5-(5-m-tolyl-1H-imidazol-4-yl)-1,3-dihydro-benzoimidazol-2-one (prepared as described previously in Example 200, 33 mg, 0.087 mmol) in DMF (0.1 mL) was added NaH (4 mg, 0.095 mmol). After stirring for 20 min, 2-chloropyrazine (9.3 mL, 0.10 μmol) was added and the reaction mixture was heated to 120° C. for 14 hours. The reaction mixture was cooled to room temperature and concentrated in vacuo. The residue was purified by LC (Waters Symmetry C8, formic acid/acetonitrile/water) to afford 2 mg of the title compound.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by LC (Waters Symmetry C8, formic acid/acetonitrile/water)

출처 및 근거

ORD 기록
ord-15fdf6f96b1b4eaaad02dab362d73ceb
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07056918B2

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