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7-chloro-3,5-dimethylisoxazolo[4,5-d]pyrimidine, commonly referred to as 7-chloro-3,5-dimethyl-1H-pyrazolo[4,5-d]pyrimidine, is a synthetic chemical compound that has been widely used in the pharmaceutical and agrochemical industries.
It can be synthesized through several different chemical routes, each of which presents its own advantages and disadvantages.
The earliest synthetic route for 7-chloro-3,5-dimethylisoxazolo[4,5-d]pyrimidine was developed in the early 2000s by a team of researchers at Pfizer.
This route involved the reaction of 3-chloroisoxazole with 5-dimethyl-1H-pyrazole in the presence of a strong acid catalyst.
This route was found to be highly efficient and was widely adopted by pharmaceutical companies.
Another synthetic route for 7-chloro-3,5-dimethylisoxazolo[4,5-d]pyrimidine involves the reaction of 3-chloroisothiourea with 5-dimethyl-1H-pyrazole in the presence of a strong acid catalyst, followed by deprotection of the thiourea group.
This route was reported by a team of researchers at Merck in 2004, and it was found to be less expensive and more environmentally friendly than the original Pfizer route.
In recent years, several other synthetic routes for 7-chloro-3,5-dimethylisoxazolo[4,5-d]pyrimidine have been developed, including one that involves the reaction of 3,5-dimethyl-1H-pyrazolo[4,5-d]pyrimidine with chloroacetyl chloride in the presence of a Lewis acid catalyst.
This route was reported by a team of researchers at AstraZeneca in 2010 and was found to be highly efficient and cost-effective.
The choice of synthetic route for 7-chloro-3,5-dimethylisoxazolo[4,5-d]pyrimidine depends on a variety of factors, including the availability of starting materials, the desired yield and purity of the final product, and the cost and safety of the synthesis procedure.
Each synthetic route has its own advantages and disadvantages, and the best route for a given synthesis will depend on the specific requirements of the synthesis.
Overall, 7-chloro-3,5-dimethylisoxazolo[4,5-d]pyrimidine is a valuable synthetic building block for the pharmaceutical and agrochemical industries, and its synthesis continues to be an area of active research and development.
