Isoamyl Nitrite → 4-Bromo-6-chloro-3-(2,2,2-trifluoro-ethoxy)-pyridazine

HRID 1184402노트

반응식

HRID 1184402 반응식
[Cl:1][C:2]1[N:7]=[N:6][C:5]([O:8][CH2:9][C:10]([F:13])([F:12])[F:11])=[C:4](N)[CH:3]=1.C(ON=O)CC(C)C.C[Si](C)(C)[Br:25]>BrCBr>[Br:25][C:4]1[CH:3]=[C:2]([Cl:1])[N:7]=[N:6][C:5]=1[O:8][CH2:9][C:10]([F:13])([F:12])[F:11]

참가 물질

5

반응물 3

HCID 8053Isoamyl NitriteHCID 76113BromotrimethylsilaneHCID 866631346-Chloro-3-(2,2,2-trifluoroethoxy)pyridazin-4-amine

생성물 1

HCID 866631334-Bromo-6-chloro-3-(2,2,2-trifluoro-ethoxy)-pyridazine수율 23.8%

시약·촉매·용매 1

HCID 3024Dibromomethane용매

실험 절차

To a suspension of 2.30 g 6-chloro-3-(2,2,2-trifluoro-ethoxy)-pyridazin-4-ylamine in 23 ml dibromomethane was added 5.11 g isoamylnitrite at once and drop wise 4.642 g trimethylbromosilane at ambient temperature (during ca. 10 min). A moderate exotherm reaction was observed and a dark brown solution was obtained. The mixture was stirred at ambient temperature for 18 h. The solvents were evaporated and the residue was purified (3 times) by chromatography on silica gel using a gradient of heptane to dichloromethane to yield 0.70 g the title compound as white crystalline solid. MS (EI): 292 (M+H).

후처리

  1. customat ambient temperature
  2. custom(during ca. 10 min)
  3. customA moderate exotherm reaction
  4. customa dark brown solution was obtained
  5. customThe solvents were evaporated
  6. customthe residue was purified (3 times) by chromatography on silica gel using a gradient of heptane to dichloromethane

출처 및 근거

ORD 기록
ord-4e4e341978be48898de67c0576d08d10
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08669254B2

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