Organic compound containing nitrogen heterocyclic ring, mixture, composition and application
A technology of organic compounds and nitrogen heterocycles, applied in the field of organic electroluminescence, can solve problems to be improved, and achieve the effects of good carrier transport capability, improved utilization efficiency, and improved efficiency and lifespan
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Embodiment 1
[0166] The synthesis of embodiment 1 compound 1
[0167]
[0168] (1) Synthesis of intermediate 1-3: compound 1-1 (10.0g), 1-2 (4.7g), cuprous iodide (3.8g), potassium carbonate (8.3g), trans 1,2 - Add cyclohexanediamine (6.8 g) to 200 ml of dry toluene; stir at 110° C. for 6 h under nitrogen atmosphere. After cooling, filter with suction, and the filtrate is washed with water for liquid separation and then recrystallized to obtain intermediate 1-3. MS (ASAP): 655.58.
[0169] (2) Synthesis of Compound 1: Dissolve 1-3 (8.5g) in 150ml dry DMAC, add palladium acetate (0.44g), P(Cy) 3 ·HBF 4 (1.5g), cesium carbonate (16.9g), reacted at 140°C for 4h in a nitrogen atmosphere. After cooling, most of the solvent was distilled off under reduced pressure, the remaining reaction solution was poured into a large amount of water, and filtered, and the obtained solid was subjected to column chromatography and recrystallization to obtain compound 1. MS (ASAP): 582.67.
Embodiment 2
[0170] The synthesis of embodiment 2 compound 2:
[0171]
[0172] (1) Synthesis of intermediate 2-2: compound 2-1 (5.0g), biboronic acid pinacol ester (5.7g), Pd(dppf)Cl 2 (0.1g) and potassium acetate (4.1g) were added to 100ml of dry 1,4-dioxane; under nitrogen atmosphere, stirred at 100°C for 6h. After cooling, it was filtered, and the filtrate was rotary evaporated to remove the solvent, and intermediate 2-2 was obtained through recrystallization. MS (ASAP): 290.95.
[0173] (2) Synthesis of intermediate 2-4: 2-2 (4.5g), 2-3 (4.2g), Pd(PPh 3 ) 4 (0.1g) and potassium carbonate (4.3g) were added to 1,4-dioxane / water (60ml / 15ml) mixed solvent; under nitrogen atmosphere, stirred at 85°C for 6h. After cooling, filter, the filtrate is rotary evaporated to remove the solvent, and the intermediate 2-4 is obtained through recrystallization. MS (ASAP): 396.25.
[0174] (3) Synthesis of Intermediate 2-6: Intermediate 2-4 (5.5g), 2-5 (3.9g) were dissolved in 100ml of dry DMF, a...
Embodiment 3
[0176] The synthesis of embodiment 3 compound 3
[0177]
[0178] (1) The synthesis of intermediate 3-2 refers to the synthesis of 2-6, except that intermediate 2-5 is replaced by intermediate 3-1. MS (ASAP): 749.70.
[0179] (2) The synthesis of compound 3 refers to the synthesis of compound 1, except that 1-3 is replaced by intermediate 3-2. MS (ASAP): 676.78.
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