Benzonitrile,3-(2-pyridinyl)- synthesis
- Product Name:Benzonitrile,3-(2-pyridinyl)-
- CAS Number:4350-51-0
- Molecular formula:C12H8N2
- Molecular Weight:180.21
Yield:4350-51-0 98.8%
Reaction Conditions:
with palladium (II) [1,1'-bis(diphenylphosphanyl)ferrocene] dichloride;potassium carbonate in 1,4-dioxane;lithium hydroxide monohydrate at 100; for 2 h;Inert atmosphere;
Steps:
24.1 Step 1: Preparation of 3-(pyridine-2-yl)benzonitrile
The raw material 2-bromopyridine (5.50g, 34.8mmol, 1.0eq) was dissolved in dioxane (90mL) and water (30mL), adding (3-cyanophenyl) boric acid (6.14g, 41.8mmol, 1.2eq), potassium carbonate (14.4g, 104mmol, 3.0eq) and [1,1-bis(di-tert-butylphosphine)ferrocene]palladium(II)(1.27g, 1.74mmol, 0.05eq), The reaction liquid was stirred at 100 °C for 2 h under the protection of nitrogen. After the detection reaction of TLC (PE: EA= 3:1) is completed, water (100mL) is added, ethyl acetate is extracted (30mL X3), and the combined organic phase is dried with anhydrous sodium sulfate and filtered and concentrated to obtain a crude product. Crude products were separated and purified by rapid chromatography (PE:EA=10:1 to 3:1) to give the compound of interest (6.20g, 98.8%).
References:
WO2022/161420,2022,A1 Location in patent:Page/Page column 81-82
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