2-(dimethoxymethyl)pyridine-5-boronic acid pinacol ester synthesis
- Product Name:2-(dimethoxymethyl)pyridine-5-boronic acid pinacol ester
- CAS Number:1150632-93-1
- Molecular formula:C14H22BNO4
- Molecular Weight:279.14
1150632-94-2
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Yield:1150632-93-1 83.12%
Reaction Conditions:
with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;potassium acetate in 1,4-dioxane;Inert atmosphere;
Steps:
24C Example 24C
Pd(dppf)Cl2 (630.73mg, 862.00mmol) was added to a solution of Example 24B (2g, 8.62mmol), bispinacolatoboronate(2.85g, 11.21mmol), potassium acetate (2.54g, 25.86mmol) in dioxane (10mL) under nitrogen atmosphere,followed by reacting at 110°C for 2 hours. When LC-MS showed the completion of the reaction, the reaction solutionwas cooled to room temperature, filtered, concentrated in vacuo and the residue was purified by flash silica gel columnchromatography to give the title compound as a black oil (2g, yield 83.12%). 1H NMR (400MHz, CHLOROFORM-d) ppm8.94 (s, 1H), 8.11 (dd, J=1.4, 7.7 Hz, 1H), 7.54 (d, J=7.8 Hz, 1H), 5.40 (s, 1H), 3.39 (s, 6H), 1.35 (s, 12H).
References:
EP3333157,2018,A1 Location in patent:Paragraph 0202; 0203
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1150632-93-1
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1150632-93-1
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