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A kind of synthetic method of 5-hydroxypyrimidine-2-carboxylic acid

A synthesis method and technology of hydroxypyrimidine are applied in the field of synthesis of 5-hydroxypyrimidine-2-carboxylic acid, and achieve the effects of easy to enlarge production, high yield and few reaction steps

Active Publication Date: 2016-02-24
上海毕得医药科技股份有限公司
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  • Abstract
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  • Claims
  • Application Information

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Problems solved by technology

At present, the synthetic method of 5-hydroxypyrimidine-2-carboxylic acid has not been reported in the literature, but it is of great significance to study its synthetic method

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  • A kind of synthetic method of 5-hydroxypyrimidine-2-carboxylic acid
  • A kind of synthetic method of 5-hydroxypyrimidine-2-carboxylic acid
  • A kind of synthetic method of 5-hydroxypyrimidine-2-carboxylic acid

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Embodiment Construction

[0022] The technical solution of the present invention is illustrated below through specific examples. The raw materials and reagents used in the present invention are all commercially available.

[0023] Step 1, Synthesis of 5-benzyloxy-2-cyanopyrimidine

[0024] 5-Bromo-2-cyanopyrimidine (10g, 54mmol) and benzyl alcohol (17.5g, 162mmol) were dissolved in 100ml of toluene, respectively, and then cesium carbonate (35g, 108mmol), cuprous iodide (1g, 5.4 mmol), 1,10-phenanthroline (2g, 11.34mmol) (cuprous iodide and 1,10-phenanthroline added here are used as catalysts, which are the minimum amount, and the amount added is 5-bromo-2- 10% and 20% of cyanopyrimidine). After the reaction solution was stirred and reacted at 110° C. for 4 hours, TLC detected that the reaction was complete. The reaction solution was cooled to room temperature (20-25°C), concentrated and purified by column chromatography to obtain 10.3 g of 5-benzyloxy-2-cyanopyrimidine as a white solid, with a yield...

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Abstract

The invention discloses a synthesis method for 5-hydroxyl pyrimidine-2-carboxylic acid. The synthesis method comprises the following steps: reacting 5-bromo-2-cyanopyrimidine with phenylcarbinol to generate 5-benzyloxy-2-cyanopyrimidine; then reacting5-benzyloxy-2-cyanopyrimidine in an alkaline condition, dissolving out the product by carrying out an acid adjustment on the reaction solution, and filtering and drying the dissolved solid to obtain the target compound, namely 5-hydroxyl pyrimidine-2-carboxylic acid. The synthesis method disclosed by the invention has the beneficial effects that a synthesis route for 5-hydroxyl pyrimidine-2-carboxylic acid is designed and a preparation method for the compound is provided.

Description

technical field [0001] The invention relates to the field of chemical synthesis, in particular to a synthesis method of 5-hydroxypyrimidine-2-carboxylic acid. Background technique [0002] Obesity is a state of excessive accumulation of fat in the body, generally due to the accumulation of triglyceride (TG) in adipose tissue; and it can cause lifestyle diseases such as disordered lipid metabolism, fatty liver, diabetes, hypertension, arteriosclerosis, etc. . Currently, obesity is defined and treated as a class of diseases involving or having the potential to cause these diseases in the future. [0003] Glycerol acyltransferase (DGAT) is an enzyme that catalyzes the addition of diacylglycerol to fatty acid acyl to form TG. It is known that there are two subtypes DGAT1 and DGAT2 in DGAT. Among them, DGAT1 exists in the liver, skeletal muscle, fat cells, etc., and participates in TG synthesis in each tissue. [0004] In addition, DGAT1 is also involved in the final stage of ...

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Application Information

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IPC IPC(8): C07D239/36
CPCC07D239/36
Inventor 李进飞黄良富李新玲崔媛媛
Owner 上海毕得医药科技股份有限公司
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