Synthetic method for 4-bromo-5-thiazolecarboxylic acid ethyl ester

A technology of ethyl thiazole carboxylate and a synthesis method, which is applied in the field of pharmaceutical intermediates, can solve the problems of not finding synthesis route data and the like, and achieves the effects of low cost of raw materials and high yield
CN110343076AInactive Publication Date: 2019-10-18苏州络森生物科技有限公司
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
苏州络森生物科技有限公司
Publication Date
2019-10-18
Estimated Expiration
Not applicable · inactive patent

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Abstract

The invention belongs to the technical field of pharmaceutical intermediates, and relates to a synthetic method for 4-bromo-5-thiazolecarboxylic acid ethyl ester. The method comprises the following steps: mixing copper bromide, acetonitrile and isoamyl nitrite, performing heating to 60 DEG C, adding ethyl 4-aminothiazole-5-carboxylate in batches, after addition is completed, performing a reactionfor 30 min, after the raw materials are completely reacted, cooling the reaction solution to a room temperature, adding the cooled solution into hydrobromic acid, performing extraction by using ethylacetate, washing the organic phase by using water, performing drying by using anhydrous sodium sulfate, performing concentration, and performing treatment by using a chromatographic column to obtain the 4-bromo-5-thiazolecarboxylic acid ethyl ester. The method provided by the invention has low costs of the raw materials and a high yield, and is suitable for scale-up production.
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Description

technical field

[0001] The invention relates to the technical field of pharmaceutical intermediates, in particular to a method for synthesizing ethyl 4-bromo-5-thiazolecarboxylate. Background technique

[0002] Monobrominated thiazole derivatives are often used as substructures for molecular structure modification of drug precursors due to their good reactivity, and ethyl 4-bromo-5-thiazolecarboxylate is one of them. 4-bromo-5-thiazolecarboxylic acid ethyl ester, English name is 4-bromo-5-thiazolecar boxylic acid ethyl ester, CAS number: 152300-59-9, molecular weight: 236.08634, density: 1.654g / cm 3 , the boiling point is 289°C at 760mmHg, and the flash point is 129°C. Its structural formula is as follows:

[0003]

[0004] Ethyl 4-bromothiazole-5-carboxylate is a new type of pharmaceutical intermediate. There is no relevant synthetic route information for this product in the professional database.

[0005] Therefore, it is necessary to develop a new synthetic method t...

Claims

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