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

HRID 1184402ノート

反応式

HRID 1184402 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3024Dibromomethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-4e4e341978be48898de67c0576d08d10
出典データセット
uspto-grants-2014_03
特許番号
US08669254B2

反応ノート

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