Pyrimidines

776-53-4, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 776-53-4, name is Ethyl 4-amino-2-(methylthio)pyrimidin-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 (4-Amino-2-methanesulfanyl-pyrimidin-5-yl)-methanol A solution of 4-amino-2-methanesulfanyl-pyrimidine-5-carboxylic acid ethyl ester (13.36 g, 63 mmol) in 250 mL of tetrahydrofuran is added dropwise to a room temperature suspension of lithium aluminum hydride (3.82 g, 100 mmol) in 250 mL of tetrahydrofuran. After 30 minutes, the reaction is cooled to 0 C., and isopropyl alcohol is added until bubbling diminishes. The reaction is quenched with 15 mL of water, 15 mL of 15% NaOH, and 50 mL of water, and the mixture is stirred for 1 hour. The white precipitate is removed by filtration and washed with ethyl acetate. The filtrate is concentrated in vacuo and 3:1 hexane:ethyl acetate is added. The solids are collected, washed with 3:1 hexane:ethyl acetate, followed by hexane. The solid is dissolved in ethyl acetate, and the solution is dried over magnesium sulfate. Filtration followed by concentration in vacuo gives 8.14 g (76%) of (4-amino-2-methanesulfanyl-pyrimidin-5-yl)-methanol. Analysis calculated for C6H9N3OS: C, 42.09: H, 5.30: N, 24.54. Found: C, 42.31: H, 5.24: N, 24.27.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 776-53-4, Ethyl 4-amino-2-(methylthio)pyrimidin-5-carboxylate.

Reference:
Patent; Booth, Richard John; Dobrusin, Ellen Myra; Josyula, Vara Prasad Venkata Nagendra; McNamara, Dennis Joseph; Toogood, Peter Laurence; US2003/73668; (2003); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 113583-35-0, name is 2-Methanesulfonyl-4,6-dimethoxypyrimidine. A new synthetic method of this compound is introduced below., 113583-35-0

EXAMPLE 1 Preparation of methyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-(1-pyrrolidinyl)picolinate (Compound No. 317) 1.55 g (7 mmol) of methyl 3-hydroxy-6-(1-pyrrolidinyl)picolinate, 1.83 g (8.4 mmol) of 4,6-dimethoxy-2-methylsulfonylpyrimidine and 0.96 g (7 mmol) of potassium carbonate were added to 50 ml of DMF and reacted at 100C for 3 hours. After completion of the reaction, the reaction product was poured into ice water, extracted with ethyl acetate, washed with a saturated sodium chloride aqueous solution and dried over magnesium sulfate. The solvent was distilled off, and the residue was crystallized from diisopropyl ether to obtain the desired product. Amount: 2.11 g (yield: 84%), melting point: 151-153C

At the same time, in my other blogs, there are other synthetic methods of this type of compound,113583-35-0, 2-Methanesulfonyl-4,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; IHARA CHEMICAL INDUSTRY Co., Ltd.; EP567133; (1993); A1;,
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7752-82-1, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 7752-82-1, name is 5-Bromopyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

Sodium carbonate (0.636 g, 6.0 mmol) in water (2.0 mL) was added to a mixture of 5- bromopyrimidin-2-amine (0.348 g, 2.0 mmol), [3-(tert-butoxycarbonyl)phenyl]boronic acid (0.533 g, 2.4 mmol) and tetrakis(triphenylphosphine)palladium (69 mg, 0.06 mmol) in ethanol (3.0 mL) and toluene (3.0 mL). The resulting mixture was heated at 120 0C for 3 h. The mixture was diluted with EtOAc and washed with water and brine. The organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was treated with methanol. The precipitate was filtered and dried to give the product (399 mg, 73.5%). 272.1.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 7752-82-1, 5-Bromopyrimidin-2-amine.

Reference:
Patent; INCYTE CORPORATION; ZHUO, Jincong; METCALF, Brian; WO2008/64157; (2008); A1;,
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147118-40-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 147118-40-9 as follows.

Chromatographic column:LiChrospher 100 DIOL 10 mum 250 x 20mm Mobile phase A:diisopropyl ether (DIPE) Mobile phase B:1,5percent isopropanol, 98,5percent DIPE Flow rate:60 ml/min Detection:UV, 345 nm Injection volume:60 ml 1,5 g of the crude sample (assay 70percent) is dissolved in 60 ml of diisopropylether. The obtained solution is loaded on a chromatographic column, previously conditioned with mobile phase A. After the sample load the chromatographic column is eluted with mobile phase B. A central portion (ca 100 ml) of main peak is collected. The obtained fraction is pure MER, with ca 99,8 percent chromatographic purity, and ca 6-7percent of enantiomer, as shown on Fig.3

The chemical industry reduces the impact on the environment during synthesis 147118-40-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; LEK Pharmaceuticals d.d.; EP2022784; (2009); A1;,
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672-41-3 ,Some common heterocyclic compound, 672-41-3, molecular formula is C5H4F3N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a solution of 6-(trifluoromethyl) pyrimidin-4- amine (1.0 g, 6.2 mmol) in DMF (30 mE) was added NBS (1.2 g, 6.8 mmol). The mixture was heated to 70 C. for 1 hout The reaction mixture was cooled to it, diluted with H20, and extracted with EtOAc (x2). The combined organic extracts were washed with brine; dried (Na2504) and concentrated in vacuo. The crude product was triturated in DCM to obtain title compound as white solid (1.38 g, 93%).

According to the analysis of related databases, 672-41-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Janssen Pharmaceutica NV; Ameriks, Michael K.; Laforteza, Brian Ngo; Lebold, Terry Patrick; Ravula, Suchitra; Savall, Brad M.; Shireman, Brock T.; (70 pag.)US2018/111942; (2018); A1;,
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56-09-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 56-09-7, name is 2-Amino-6-hydroxypyrimidin-4(3H)-one, molecular formula is C4H5N3O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A mixture of 2-amino-pyrimidine-4,6-diol 28.00g (0.22mol), thionyl chloride 80ml (1.1mol) into 250ml 4-neck flask, heated to reflux for 4h.After completion of the reaction, the heat is turned off, cooled to room temperature, the reaction was quenched by slowly poured into ice water.In this case large amount of solid precipitated, filtered off with suction, the filter cake was rinsed with potable water to pH 7.The wet cake at 60 deg.] C blast drying to constant weight, to give a pale yellow product 33.45g, this step a yield of 92.7%, HPLC purity was 99.1%.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 56-09-7, 2-Amino-6-hydroxypyrimidin-4(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Weihai Disu Pharmaceutical Co., Ltd.; Disha Pharmaceutical Group Co., Ltd.; Liu Chao; Ge Zhixin; Li Tingyi; Miao Huaming; Cai Yahui; (13 pag.)CN109456329; (2019); A;,
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213265-83-9, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 213265-83-9, name is 4,6-Dichloro-5-fluoropyrimidine, the common compound, a new synthetic route is introduced below.

To a stirred solution of 20.2 (120 mg, 0.000722 mol) in n-butanol (0.5 mL) was added NH4OH (1 mL). The reaction mixture was heated at 90 C. for 2.5 hr in a sealed tube. The reaction mixture was cooled to 0 C., and the resulting solid was filtered and dried under vacuum to give 20.3 (60 mg, 57%). 1H-NMR (DMSO-d6 500 MHz): delta 8.03 (s, 1H), 7.60 (s, 2H); m/z: 148 [M+1]+.

Statistics shows that 213265-83-9 is playing an increasingly important role. we look forward to future research findings about 4,6-Dichloro-5-fluoropyrimidine.

Reference:
Patent; Sunesis Pharmaceuticals, Inc.; US2009/36419; (2009); A1;,
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2380-63-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 2380-63-4, name is 1H-Pyrazolo[3,4-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

Example 1 :Step 1 :To the solution of 3-(4-phenoxyphenyl)-lH-pyrazolo[3,4-d]pyrimidin-4-amine (5.4 g, 40.0 mmol) in DMF (100 mL) was added NIS (10.8 g, 48.0 mmol). The resulting mixture was then heated to 70C and stirred for 16 h. Poured into ice water, the solid was collected by filtration, and washed with saturated aqueous Na2C03 solution and water. After drying, the desired product was obtained as yellow solid (9.3 g, 77%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 2380-63-4, 1H-Pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; FUJIAN HAIXI PHARMACEUTICALS CO., LTD; KANG, Xinshan; WANG, Ruyong; ZHU, Xizhen; WO2015/18333; (2015); A1;,
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Some common heterocyclic compound, 504-17-6, molecular formula is C4H4N2O2S, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.504-17-6

General procedure: Nano-sawdust-OSO3H (0.02 g) was added to a stirred mixture of the aromatic aldehyde (1 mmol), malononitrile (1 mmol) and barbituric acid or thiobarbituric acid (1 mmol) in EtOH (5 mL). The materials were mixed and refluxed for the appropriate time. The progress of the reaction was followed by TLC (n-hexane:ethyl acetate 3:1). After completion of the reaction, the mixture was filtered to remove the catalyst. After evaporation of the solvent, the crude product was re-crystallized from hot ethanol to obtain the pure compound.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 504-17-6.

Reference:
Article; Sadeghi; Bouslik; Shishehbore; Journal of the Iranian Chemical Society; vol. 12; 10; (2015); p. 1801 – 1808;,
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Adding a certain compound to certain chemical reactions, such as: 1780-26-3, 2-Methyl-4,6-dichloropyrimidine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 1780-26-3, blongs to pyrimidines compound. 1780-26-3

To a cooled solution of 2-amino-N-(2-chloro-6-methylphenyl)-1,3-thiazole-5- carboxamide( 100 gm) and 4,6-Dichloro-2-methylpyrimidine(66. 96 gm) in THF(5 00 ml), was added sodium tert-butoxide(125.62 gm). The reaction mixture was allowed to cooled at 0-10C. Concentrated HC1 (80 ml) was added. The reaction mixture was heated to 25¡À5C for 1-2h and was cooled to 0-10C. The precipitated solid was filtered, washed with water (200 ml) and dried to obtain N-(2-Chloro-6-methylphenyl)-2-[(6-chloro-2- methylpyrimidin-4-yl) amino] -1, 3 -thiazole-5 -carboxamide (90gm).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1780-26-3, its application will become more common.

Reference:
Patent; ALEMBIC PHARMACEUTICALS LIMITED; JAYARAMAN, Venkatraman; PATEL, Samir; MISTRY, Samir; PARMAR, Bhupendra; WO2015/49645; (2015); A2;,
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