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Ethyl 3-bromoimidazo[1,2-a]pyrimidine-2-carboxylate is an important intermediate in the synthesis of various chemicals and pharmaceuticals.
The synthesis of this compound has been extensively studied in the chemical industry, and several synthetic routes have been developed over the years.
In this article, we will discuss some of the most commonly used synthetic routes for the preparation of ethyl 3-bromoimidazo[1,2-a]pyrimidine-2-carboxylate.
Route 1: via N-(2-Chloroethyl)N-(3-bromoimidazo[1,2-a]pyrimidin-2-yl)amide
This route involves the reaction of 2-chloroethylamine with 3-bromoimidazo[1,2-a]pyrimidine-2-carboxylic acid to form N-(2-chloroethyl)N-(3-bromoimidazo[1,2-a]pyrimidin-2-yl)amide.
The reaction is then completed by hydrolyzing the amide to form the desired ethyl 3-bromoimidazo[1,2-a]pyrimidine-2-carboxylate.
Route 2: via Ethyl 3-bromoimidazo[1,2-a]pyrimidine-2-carboxylate
This route involves the direct reaction of ethyl iodide with 3-bromoimidazo[1,2-a]pyrimidine-2-carboxylic acid to form ethyl 3-bromoimidazo[1,2-a]pyrimidine-2-carboxylate.
Route 3: via N-(2-(Ethylthio)ethyl)N-(3-bromoimidazo[1,2-a]pyrimidin-2-yl)amide
This route involves the reaction of 2-(ethylthio)ethylamine with 3-bromoimidazo[1,2-a]pyrimidine-2-carboxylic acid to form N-(2-(ethylthio)ethyl)N-(3-bromoimidazo[1,2-a]pyrimidin-2-yl)amide.
The reaction is then completed by hydrolyzing the amide to form the desired ethyl 3-bromoimidazo[1,2-a]pyrimidine-2-carboxylate.
Route 4: via N-(2,6-Dimethylphenyl)N-(3-bromoimidazo[1,2-a]pyrimidin-2-yl)amide
This route involves the reaction of 2,6-dimethylphenylamine with 3-bromoimidazo[1,2-a]pyrimidine-2-carboxylic acid to form N-(2,6-dimethylphenyl)N-(3-bromoimidazo[1,2-a]pyrimidin-2-yl)amide.
The reaction is then completed by hydrolyzing the amide to form the desired ethyl 3-bromoimidazo[1,2-a]pyrimidine-2-carboxylate.
Route 5: via 2-(Ethylsulfonyl)-N-(3-bromoimidazo[1,2-a]pyrimidin-2-yl)acetamide
This route involves the reaction of 3-bromoimidazo[1,2-a]pyrimidine-2