ChemicalBook CAS DataBase List 2-METHYL-6-VINYLPYRIDINE

2-METHYL-6-VINYLPYRIDINE synthesis

10synthesis methods

Product Name:2-METHYL-6-VINYLPYRIDINE
CAS Number:1122-70-9
Molecular formula:C8H9N
Molecular Weight:119.16

5315-25-3 Synthesis

5315-25-3
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75927-49-0 Synthesis

75927-49-0
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1122-70-9
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Yield: 58%

Reaction Conditions:

with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;sodium carbonate in 1,4-dioxane;water at 90;Inert atmosphere;

Steps:

Synthesis of Compound 23-a
Compounds 2-bromo-6-picoline (400 mg, 2.32 mmol), vinylboronic acid pinacol ester (430 mg, 2.79 mmol), Pd(dppf)Cl₂(85 mg, 0.116 mmol), Na₂CO₃(49 mg, 4.64 mmol), 1,4-dioxane (15 mL) and water (3 mL) were added to a reaction flask. The reaction solution was replaced with N₂, stirred overnight at 90° C., added with water (30 mL), and extracted with ethyl acetate (50 mL). The organic phase was dried over anhydrous sodium sulfate, filtered and concentrated. A crude product was purified by silica gel column chromatography (PE:EA=10:1) to obtain compound 23-a (160 mg, 58%) as red oil. LC-MS (ESI): m/z=120.2[M+H]⁺.

References:

SHANGHAI YINGLI PHARMACEUTICAL CO., LTD US2021/32242, 2021, A1 Location in patent:Paragraph 0359-0361