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Potassium Carbonate → tert-Butyl {4-[5-(2,5-difluorophenoxy)-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl]-2,6-dimethylphenoxy}acetate

HRID 81504
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HRID 81504 반응식
C(=O)([O-])[O-].[K+].[K+].[F:7][C:8]1[CH:13]=[CH:12][C:11]([F:14])=[CH:10][C:9]=1[OH:15].CS([C:20]1[N:21]=[C:22]([O:46][CH2:47][CH2:48][CH3:49])[C:23]2[N:28]=[C:27]([C:29]3[CH:43]=[C:42]([CH3:44])[C:32]([O:33][CH2:34][C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])=[C:31]([CH3:45])[CH:30]=3)[O:26][C:24]=2[N:25]=1)(=O)=O.S(=O)(=O)(O)[O-].[Na+]>CN(C)C=O.O>[F:7][C:8]1[CH:13]=[CH:12][C:11]([F:14])=[CH:10][C:9]=1[O:15][C:20]1[N:21]=[C:22]([O:46][CH2:47][CH2:48][CH3:49])[C:23]2[N:28]=[C:27]([C:29]3[CH:30]=[C:31]([CH3:45])[C:32]([O:33][CH2:34][C:35]([O:37][C:38]([CH3:39])([CH3:40])[CH3:41])=[O:36])=[C:42]([CH3:44])[CH:43]=3)[O:26][C:24]=2[N:25]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

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HCID 11430Potassium CarbonateHCID 949522,5-DifluorophenolHCID 516919Sodium BisulfateHCID 86679896Tert-butyl [4-(5-methanesulfonyl-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenoxy]acetate

생성물 1

HCID 86679897tert-Butyl {4-[5-(2,5-difluorophenoxy)-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl]-2,6-dimethylphenoxy}acetate수율 62.6%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

62 mg of potassium carbonate and 32 mg of 2,5-difluorophenol were added to a solution of 100 mg of tert-butyl [4-(5-methanesulfonyl-7-propoxyoxazolo[5,4-d]pyrimidin-2-yl)-2,6-dimethylphenoxy]acetate in 1.5 ml of N,N-dimethylformamide. The mixture was stirred at room temperature for 12 h. The mixture was then poured into water, neutralized by addition of 10% strength aqueous sodium bisulfate solution and extracted twice with ethyl acetate. The combined organic layers were dried and concentrated under reduced pressure. After filtration, the solvent was distilled off under reduced pressure and the residue was purified by preparative HPLC, giving 69 mg of the title compound.

후처리

  1. extractionextracted twice with ethyl acetate
  2. customThe combined organic layers were dried
  3. concentrationconcentrated under reduced pressure
  4. filtrationAfter filtration
  5. distillationthe solvent was distilled off under reduced pressure
  6. customthe residue was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-08030952854146e0b67b9d3d8884cd4d
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08846691B2

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