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2-(5-Methoxypyridin-2-yl)acetic acid is an important intermediate in the synthesis of various chemicals, pharmaceuticals, and agrochemicals.
The acid is commonly synthesized through several synthetic routes in the chemical industry, each with its own advantages and drawbacks.
In this article, we will explore the different synthetic routes for 2-(5-methoxypyridin-2-yl)acetic acid and their significance in the chemical industry.
Route 1: via 2-Amino-5-methoxypyridine
The first synthetic route for 2-(5-methoxypyridin-2-yl)acetic acid involves the synthesis of 2-amino-5-methoxypyridine, followed by its conversion to the desired acid.
The reaction scheme for this route is shown below:
To synthesize 2-amino-5-methoxypyridine, the reaction between 2-methoxy-5-nitro-pyridine and ammonia is carried out in the presence of a solvent such as DMF or DMA.
The reaction is exothermic, and the product is isolated by precipitation with water.
The yield of the product is typically around 60%.
Route 2: via 2-Chloro-5-methoxypyridine
The second synthetic route for 2-(5-methoxypyridin-2-yl)acetic acid involves the synthesis of 2-chloro-5-methoxypyridine, followed by its conversion to the desired acid.
The reaction scheme for this route is shown below:
To synthesize 2-chloro-5-methoxypyridine, the reaction between 2-methoxy-5-nitro-pyridine and chloroform is carried out in the presence of a catalyst such as aluminum chloride.
The reaction is exothermic, and the product is isolated by filtration and washing with water.
The yield of the product is typically around 70%.
Route 3: via 2-Bromo-5-methoxypyridine
The third synthetic route for 2-(5-methoxypyridin-2-yl)acetic acid involves the synthesis of 2-bromo-5-methoxypyridine, followed by its conversion to the desired acid.
The reaction scheme for this route is shown below:
To synthesize 2-bromo-5-methoxypyridine, the reaction between 2-methoxy-5-nitro-pyridine and bromoform is carried out in the presence of a catalyst such as pyridine.
The reaction is exothermic, and the product is isolated by filtration and washing with water.
The yield of the product is typically around 60%.
Route 4: via 2-Nitro-5-methoxybenzaldehyde
The fourth synthetic route for 2-(5-methoxypyridin-2-yl)acetic acid involves the synthesis of 2-nitro-5-methoxybenzaldehyde, followed by its conversion to the desired acid.
The reaction scheme for this route is shown below:
To synthesize 2-nitro-5-methoxybenzaldehyde, the reaction between 2-methoxy-5-nitro-pyridine and benzaldehyde is carried out in the presence of a solvent such as toluene.
The reaction is exothermic, and the product is isolated by precipitation with water.
The yield of the product is typically around 60%.
Route 5: via 2-Amino-5-methoxybenzene
The fifth synthetic route for 2-(5-methoxypyridin-2-yl)acetic acid involves the synthesis of 2-amino-5-methoxybenzene, followed by its conversion to the desired acid.
The reaction scheme for this route is shown below:
To synthesize 2-amino-5-methoxybenzene, the reaction between 2-methoxy-5-nitro-pyridine and ammonia is carried out in the presence
