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Cesium carbonate → 4-(2,6-Difluoro-phenoxy)-2-{[(2,4-dimethoxy-benzyl)-ethoxycarbonylmethyl-amino]-methyl}-benzoic acid ethyl ester

HRID 1480962
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HRID 1480962 반응식
[CH2:1]([O:3][C:4](=[O:31])[C:5]1[CH:10]=[CH:9][C:8](Br)=[CH:7][C:6]=1[CH2:12][N:13](OC1C=CC(OC)=CC=1OC)[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH3:2].[F:32][C:33]1[CH:38]=[CH:37][CH:36]=[C:35]([F:39])[C:34]=1[OH:40].C[C:42]([CH3:53])([C:44](=O)[CH2:45][C:46](=[O:51])[C:47]([CH3:50])(C)C)C.[C:54](=[O:57])([O-])[O-].[Cs+].[Cs+].[CH3:60]N1C(=O)CCC1>CCOC(C)=O.Cl[Cu]>[CH2:1]([O:3][C:4](=[O:31])[C:5]1[CH:10]=[CH:9][C:8]([O:40][C:34]2[C:33]([F:32])=[CH:38][CH:37]=[CH:36][C:35]=2[F:39])=[CH:7][C:6]=1[CH2:12][N:13]([CH2:53][C:42]1[CH:44]=[CH:45][C:46]([O:51][CH3:60])=[CH:47][C:50]=1[O:57][CH3:54])[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 10796Cesium carbonateHCID 13387N-methyl-2-pyrrolidoneHCID 707002,2,6,6-Tetramethyl-3,5-heptanedioneHCID 943922,6-DifluorophenolHCID 898132434-Bromo-2-{[(2,4-dimethoxy-phenoxy)-ethoxycarbonylmethyl-amino]-methyl}-benzoic acid ethyl ester

생성물 1

HCID 89813043
4-(2,6-Difluoro-phenoxy)-2-{[(2,4-dimethoxy-benzyl)-ethoxycarbonylmethyl-amino]-methyl}-benzoic acid ethyl ester

시약·촉매·용매 2

HCID 62652Cuprous chloride촉매HCID 8857Ethyl Acetate용매

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온도
130 °C

실험 절차

A mixture of 4-bromo-2-{[(2,4-dimethoxy-phenoxy)-ethoxycarbonylmethyl-amino]-methyl}-benzoic acid ethyl ester (3.144 g), 2,6-difluorophenol (1.24 g), CuCl (252 mg), 2,2,6,6-tetramethyl-heptane-3,5-dione (TMHD, 0.19 mL), cesium carbonate (3.11 g) in NMP (6 mL) was heated at 130° C. for 24 h. The cooled, diluted with EtOAc, solids were filtered off, filtrate was washed with water, diluted NaCl solution, dried over sodium sulfate, filtered off, concentrated, the residue was column purified to give the desired product (1.093 g). LC MS ESI+: 544 (M+1)+.

후처리

  1. filtrationwere filtered off
  2. washfiltrate was washed with water, diluted NaCl solution
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered off
  5. concentrationconcentrated
  6. custompurified

출처 및 근거

ORD 기록
ord-962b086fac5d44129bec2b1234c3bc34
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09409892B2

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