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Dimethylamine → Dimethyl-[6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-yl]-amine

HRID 548839
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HRID 548839 반응식
I[C:2]1[N:3]=[N:4][C:5]([O:8][CH2:9][C:10]2[C:11]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:12][O:13][C:14]=2[CH3:15])=[CH:6][CH:7]=1.[CH3:22][NH:23][CH3:24]>[Cu]Br>[CH3:22][N:23]([CH3:24])[C:2]1[N:3]=[N:4][C:5]([O:8][CH2:9][C:10]2[C:11]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[N:12][O:13][C:14]=2[CH3:15])=[CH:6][CH:7]=1
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참가 물질

4

반응물 2

HCID 674DimethylamineHCID 866308943-Iodo-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine

생성물 1

HCID 42630375Dimethyl-[6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazin-3-yl]-amine수율 8%

시약·촉매·용매 1

HCID 24593copper(I) bromide촉매

실험 절차

3-Iodo-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-pyridazine (500 mg, 1.3 mmol) was dissolved in an ethanolic solution of dimethylamine (7.5 mL of a 33% solution, excess). After addition of copper(I) bromide (219 mg, 1.5 mmol) the mixture was stirred for 72 h at room temperature followed by heating to 50° C. for 3 h. Then the solvent was evaporated and the residue was stirred with ethyl acetate and saturated aqueous Seignette salt solution. The organic phase was dried with sodium sulfate and evaporated. Chromatography (SiO2, heptane/ethyl acetate=100:0 to 10:90) afforded the title compound as a light yellow oil (30 mg, 8%). MS: m/e=311.1 [M+H]+.

후처리

  1. temperatureby heating to 50° C. for 3 h
  2. customThen the solvent was evaporated
  3. stirringthe residue was stirred with ethyl acetate and saturated aqueous Seignette salt solution
  4. dry with materialThe organic phase was dried with sodium sulfate
  5. customevaporated

출처 및 근거

ORD 기록
ord-ab5bad929f38450eaee156eb48bfcd5a
출처 데이터셋
uspto-grants-2011_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07943619B2

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