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Sodium hydride → 2-(2-Fluoro-phenoxy)-3-(4-{2-[1-(3-methoxy-benzyl)-3-methyl-2-oxo-imidazolidin-4-yl]-ethoxy}-phenyl)-2-methyl-propionic acid ethyl ester

HRID 1985137
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HRID 1985137 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6]Br.[CH2:11]([O:13][C:14](=[O:42])[C:15]([O:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1[F:41])([CH3:33])[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH:26]2[CH2:30][NH:29][C:28](=[O:31])[N:27]2[CH3:32])=[CH:19][CH:18]=1)[CH3:12].[H-].[Na+]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.C(OCC)(=O)C>[CH2:11]([O:13][C:14](=[O:42])[C:15]([O:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=1[F:41])([CH3:33])[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH2:24][CH2:25][CH:26]2[CH2:30][N:29]([CH2:6][C:5]3[CH:8]=[CH:9][CH:10]=[C:3]([O:2][CH3:1])[CH:4]=3)[C:28](=[O:31])[N:27]2[CH3:32])=[CH:19][CH:18]=1)[CH3:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 40672073-Methoxybenzyl bromideHCID 68867329HCID 68867329, 화합물

생성물 1

HCID 101751012-(2-Fluoro-phenoxy)-3-(4-{2-[1-(3-methoxy-benzyl)-3-methyl-2-oxo-imidazolidin-4-yl]-ethoxy}-phenyl)-2-methyl-propionic acid ethyl ester

시약·촉매·용매 2

HCID 67553Tetrabutylammonium Iodide촉매
HCID 8857
Ethyl Acetate
용매

실험 절차

3-Methoxybenzyl bromide (0.02 mL, 0.172 mmol, d=1.436) and tetrabutyl ammonium iodide (catalytic amount) are added to a 0° C. suspension of 2-(2-Fluoro-phenoxy)-2-methyl-3-{4-[2-(3-methyl-2-oxo-imidazolidin-4-yl)-ethoxy]-phenyl}-propionic acid ethyl ester (0.051 g, 0.115 mmol) and sodium hydride (0.011 g, 0.287 mmol, 60% suspension on mineral oil), and pre-stirred for 1 h at ambient temperature. The reaction mixture is stirred at ambient temperature for 18 h, diluted with ethyl acetate, and washed with 1N HCl, water, and brine. The organic layer is dried over MgSO4, concentrated in vacuo, and carried into the next step. MS [EI+] 565 (M+H)+.

후처리

  1. stirringThe reaction mixture is stirred at ambient temperature for 18 h
  2. washwashed with 1N HCl, water, and brine
  3. dry with materialThe organic layer is dried over MgSO4
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-5a371aa9125149dba2f73fc070c8cc6c
출처 데이터셋
uspto-grants-2009_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07544812B2

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