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Cesium fluoride → HCID 136200873, 화합물

HRID 1619680
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HRID 1619680 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([OH:8])[C:5](I)=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=1.C([Sn](CCCC)(CCCC)[C:22]1[CH:27]=[CH:26][N:25]=[N:24][CH:23]=1)CCC.[F-].[Cs+]>C(#N)C.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].[Cu]I>[Cl:1][C:2]1[CH:7]=[C:6]([OH:8])[C:5]([C:22]2[CH:27]=[CH:26][N:25]=[N:24][CH:23]=2)=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=1
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참가 물질

7

반응물 3

HCID 25953Cesium fluorideHCID 64097334-(Tributylstannyl)pyridazineHCID 580423282-Chloro-4'-fluoro-5-iodobiphenyl-4-ol

생성물 1

HCID 136200873HCID 136200873, 화합물수율 32%

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매
HCID 9811564
Bis(dibenzylideneacetone)palladium
촉매
HCID 6342Acetonitrile용매

반응 조건

온도
50 °C

실험 절차

2-Chloro-4′-fluoro-5-iodobiphenyl-4-ol (Preparation 72, 553 mg, 1.59 mmol) and 4-(tributylstannyl)pyridazine (703 mg, 1.90 mmol) were dissolved in degassed acetonitrile (8 mL). Caesium fluoride (482 mg, 3.17 mmol) was added and the mixture further degassed. Tetrakistriphenylphosphinepalladium (0) (183 mg, 0.16 mmol) and copper (I) iodide (91 mg, 0.48 mmol) were added and the reaction heated at 50° C. for 2 hours. The reaction mixture was cooled and filtered through celite, washing with ethyl acetate. The organic solution was washed with water and brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by trituration with hot ethyl acetate to give the title compound (151 mg, 32%) as a beige solid.

후처리

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered through celite
  3. washwashing with ethyl acetate
  4. washThe organic solution was washed with water and brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customThe residue was purified by trituration with hot ethyl acetate

출처 및 근거

ORD 기록
ord-b81634f8ae9544489e3f18bae9db232d
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08772293B2

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