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Sodium hydride → HCID 10289584, 화합물

HRID 1985133
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HRID 1985133 반응식
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[CH:4][CH:3]=1.C([O:12][C:13](=[O:41])[C:14]([O:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=1[F:40])([CH3:32])[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH2:24][CH:25]2[CH2:29][NH:28][C:27](=[O:30])[N:26]2[CH3:31])=[CH:18][CH:17]=1)C.[H-].[Na+]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.C(OCC)(=O)C>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][N:28]2[CH2:29][CH:25]([CH2:24][CH2:23][O:22][C:19]3[CH:18]=[CH:17][C:16]([CH2:15][C:14]([O:33][C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=4[F:40])([CH3:32])[C:13]([OH:41])=[O:12])=[CH:21][CH:20]=3)[N:26]([CH3:31])[C:27]2=[O:30])=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 693291-(Bromomethyl)-4-chlorobenzeneHCID 68867329HCID 68867329, 화합물

생성물 1

HCID 10289584HCID 10289584, 화합물

시약·촉매·용매 2

HCID 67553Tetrabutylammonium Iodide촉매HCID 8857Ethyl Acetate용매

실험 절차

4-Chlorobenzyl bromide (0.037 g, 0.179 mmol) 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 (0.053 g, 0.119 mmol) and sodium hydride (0.012 g, 0.298 mmol, 60% suspension on mineral oil), 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. The organic layer is dried, concentrated, and purified by LCMS to provide the title compound. 1H NMR (400 MHz, CDCl3): δ 7.31-7.21 (m, 4H), 7.16 (d, 2H, J=8.3 Hz), 7.11-7.00 (m, 4H), 6.74 (d, 2H, J=8.3 Hz), 4.33, 4.31 (ABq, 2H, J=15.5 Hz), 3.96 (t, 2H, J=6.0 Hz), 3.71-3.64 (m, 1H), 3.39 (t, 1H, J=8.3 Hz), 3.29, 3.17 (ABq, 2H, J=14.3 Hz), 3.01 (t, 1H, J=8.3 Hz), 2.84 (s, 3H), 2.25-2.20 (m, 1H), 1.93-1.84 (m, 1H), 1.41 (s, 3H). MS [ES+] m/z exact mass calcd for C29H31N2O5 541.1906, found 541.1913.

후처리

  1. stirringThe reaction mixture is stirred at ambient temperature for 18 h
  2. washwashed
  3. customThe organic layer is dried
  4. concentrationconcentrated
  5. custompurified by LCMS

출처 및 근거

ORD 기록
ord-595ad253eeaa4ce5a737df2ba632e5d8
출처 데이터셋
uspto-grants-2009_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07544812B2

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