The Production Process of 2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

The Production Process of 2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

2,6-Difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is an important intermediate in the synthesis of various pharmaceuticals and agrochemicals.
This compound has been extensively studied in recent years due to its unique properties and diverse range of applications.
In this article, we will discuss the production process of 2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine in detail.

Step 1: Preparation of 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)methanol
The production process of 2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine begins with the preparation of 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methanol.
To prepare this compound, 2,4-dinitrophenyl-substituted polysiloxanes are heated with excess dimethylformamide in the presence of triethylamine.
The reaction mixture is then stirred for several hours at room temperature, after which it is filtered to remove any insoluble material.
The resulting solution is then evaporated to dryness, and the residue is recrystallized from toluene.

Step 2: Condensation of 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)methanol with 2,6-Difluoro-Pyridine
The next step in the production process of 2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine is the condensation of 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methanol with 2,6-difluoro-pyridine.
To prepare 2,6-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, 2,6-difluoro-pyridine is added to a solution of 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methanol in acetonitrile, and the mixture is stirred for several hours at room temperature.
The resulting precipitate is then filtered and washed with water to remove any impurities.

Step 3: Hydrolysis of the Residue
The residue obtained from the condensation reaction is then subjected to hydrolysis to remove any remaining protecting groups.
To accomplish this, the residue is suspended in water and sodium hydroxide is added slowly with stirring.
The mixture is then allowed to stand for several hours at room temperature, after which it is neutralized with hydrochloric acid.
The resulting precipitate is then filtered and washed with water to remove any impurities.

Step 4: Recrystallization of 2,6-Difluoro-4-(4,4,5,5-tetram