Category: pyrimidines

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. 6328-58-1, name is 6-Methyl-2-(methylthio)-1H-pyrimidin-4-one. This compound has unique chemical properties. The synthetic route is as follows. name: 6-Methyl-2-(methylthio)-1H-pyrimidin-4-one

A mixture of the pyrimidone (324b; 437g), iodine (852.6g) and sodium hydroxide (134.2g) in water (2L) was heated to 80C for 15h. After cooling the reaction was neutralized with acetic acid and the solid collected to give the iodide (324c; 656g) as a light-brown solid. Used in the next step without purification.

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Reference:
Patent; SCHERING CORPORATION; SOUTHERN RESEARCH INSTITUTE; ARASAPPAN, Ashok; NJOROGE, F., George; BENNETT, Frank; GIRIJAVALLABHAN, Vinay, M.; HUANG, Yuhua; HUELGAS, Regina; PIWINSKI, John, J.; SHIH, Neng-Yang; VERMA, Vishal; VELAZQUEZ, Francisco; VENKATRAMAN, Srikanth; KWONG, Cecil, D.; ANANTHAN, Subramaniam; CLARK, Jeremy; GENG, Feng; KEZAR, Hollis, S., III.; MADDRY, Joseph, A.; REYNOLDS, Robert, C.; ROYCHOWDHURY, Abhijit; SECRIST, John, A., III.; FOWLER, Anita, T.; WO2010/22121; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.111196-81-7, name is 2-Chloro-5-ethylpyrimidine, molecular formula is C6H7ClN2, molecular weight is 142.59, as common compound, the synthetic route is as follows.Safety of 2-Chloro-5-ethylpyrimidine

Step 1. Preparation of 4-(5-ethylpyrimidin-2-yloxy)cyclohexanol To a stirred solution of cyclohexane-1,4-diol (2.03 g, 17.5 mmol) in DMF (17 mL) was added NaH (95% wt, 177 mg, 7.01 mmol) at 0 C. The mixture was stirred for 30 min at room temperature and 2-chloro-5-ethylpyrimidine (500 mg, 3.51 mmol) was added to the mixture. After being stirred for 16 hours at 70 C., the reaction mixture was diluted with EtOAc and water. The organic layer was washed by brine, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by column chromatography on SiO2 (Hex:EtOAc=1:1) to give the desired product (520 mg, 66%) as a colorless oil. 1H NMR (400 Hz, CDCl3) delta 1.24 (3H, t, J=7.6 Hz), 1.57-1.84 (5H, m), 2.03-2.20 (3H, m), 2.57 (2H, q, J=7.6 Hz), 3.78-3.82 (1H, m), 4.94-5.01 and 5.06-5.10 (1H, each m), 8.33 (2H, s). LC-MS m/z=222.8 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,111196-81-7, 2-Chloro-5-ethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; CHEMIZON, A DIVISION OF OPTOMAGIC CO., LTD.; US2012/53180; (2012); A1;,
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Pyrimidine – Wikipedia

Reference of 5305-59-9, 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 5305-59-9, name is 6-Chloropyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 6-chloropyrimidin-4-amine (0.324 g, 2.5 mmol), phenylboronic acid (0.381 g, 3.13 mmol), Na2CO3 (0.795 g, 7.50 mmol) and Bis(triphenylphosphine)palladium(II) chloride (0.035 g, 0.050 mmol) were suspended in a mixture of Dioxane (15 mL)/EtOH (2 mL)/water (3 mL). The mixture was heated a heating block at 125 C for 2 h and concentrated. The residue was purified on the silica gel using 100 % ethyl acetate, then 10% methanol in ethyl acetate. The desired fractions were concentrated to give an off-white solid (0.25 g, 58 %).1H NMR (400 MHz, DMSO-d6) d ppm 8.44 (1 H, d, J=1.26 Hz), 7.93 – 8.00 (2 H, m), 7.42 – 7.52 (3 H, m), 6.91 (2 H, s), 6.88 (1 H, d, J=1.26 Hz). LCMS (method D) tR, 2.58min., MH+ = 172.1.

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 5305-59-9, 6-Chloropyrimidin-4-amine.

Reference:
Article; Iwuagwu, Christiana; King, Dalton; McDonald, Ivar M.; Cook, James; Zusi, F. Christopher; Hill, Matthew D.; Mate, Robert A.; Fang, Haiquan; Knox, Ronald; Gallagher, Lizbeth; Post-Munson Amy Easton, Debra; Miller, Regina; Benitex, Yulia; Siuciak, Judy; Lodge, Nicholas; Zaczek, Robert; Morgan, Daniel; Bristow, Linda; Macor, John E.; Olson, Richard E.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 5; (2017); p. 1261 – 1266;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 611-08-5, 5-Nitrouracil, 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, Computed Properties of C4H3N3O4, blongs to pyrimidines compound. Computed Properties of C4H3N3O4

5-Nitrouracil (Aldrich Chemical Company) was treated with phosphorous oxychloride and NN-dimethylaniline according to the procedure described in Whittaker, J. Chem. Soc. 1951,1565, to give 2,4-dichloro-5-nitropyrimidine as an orange oil which was used without distillation immediately in the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,611-08-5, 5-Nitrouracil, and friends who are interested can also refer to it.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/97162; (2005); A2;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 32779-36-5, 5-Bromo-2-chloropyrimidine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

Example III-5 Morpholine (1.44 g, 16.5 mmol) is initially charged in acetonitrile (70 ml). Potassium carbonate (2.30 g, 16.5 mmol) is added, and the reaction mixture is stirred at room temperature for another hour. 5-Bromo-2-chloropyrimidine (2.90 g, 15.0 mmol) is added, and the reaction mixture is stirred at reflux for another 16 hours. After cooling, the reaction mixture is stirred into water (100 ml) and then extracted with ethyl acetate (2*50 ml). The organic phase is dried over sodium sulphate, filtered and concentrated. This gives 2.95 g (81% of theory) of 4-(5-bromo-2-pyrimidinyl)morpholine. HPLC: log P (pH 2.3)=2.15 (purity: 92%) m.p. 90 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,32779-36-5, 5-Bromo-2-chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Plant, Andrew; Seitz, Thomas; Jansen, Johannes Rudolf; Erdelen, Christoph; Turberg, Andreas; Hansen, Olaf; US2004/82586; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 823-89-2 ,Some common heterocyclic compound, 823-89-2, molecular formula is C4H5BrN4, 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.

General procedure: Substituted chalcones (3) (0.001 mol), 5-bromo-2-hydrazinylpyrimidine (2) (0.001 mol) and 5 drops of glacial acetic acid was ground together in a mortar using a pestle for uniform mixing. This was taken in a 50 mL beaker and subjected to microwave irradiation (90 W). The completion of the reaction was confirmed by TLC. The product obtained was poured to crushed ice, filtered, dried and recrystallized from suitable solvent mixture to give pyrazolines 4a-l.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,823-89-2, its application will become more common.

Reference:
Article; Adhikari, Adithya; Kalluraya, Balakrishna; Sujith, Kizhakke Veedu; Gouthamchandra, Kuluvar; Jairam, Ravikumar; Mahmood, Riaz; Sankolli, Ravish; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 467 – 474;,
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Pyrimidine – Wikipedia

Electric Literature of 588-36-3, 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. 588-36-3, name is 4-Amino-5-hydroxymethyl-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below.

1.3 4-Amino-2-(methylthio)pyrimidine-5-carbaldehyde.; 79.5 g of active MnO2 was added over 2 minutes to a suspension of 23.8 g of alcohol obtained from the preceding step in 1600 ml of chloroform then stirred overnight at ambient temperature; the solid was filtered, washed with 3×75 ml of CHCl3 and the filtrate was concentrated under vacuum to dryness: the white solid residue was taken up in ether, filtered and dried. MP=184-186 C., m=21.05 g.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,588-36-3, 4-Amino-5-hydroxymethyl-2-(methylthio)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Sanofi-aventis; US2007/167469; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 3435-25-4, name is 4-Chloro-6-methylpyrimidine. A new synthetic method of this compound is introduced below., Quality Control of 4-Chloro-6-methylpyrimidine

First, into a recovery flask equipped with a reflux pipe, 5.02 g of 4,6-dichloropyrimidine, 8.29 g of phenylboronic acid, 7.19 g of sodium carbonate, 0.29 g of bis(triphenylphosphine)palladium(II)dichloride (abbreviation: Pd(PPh3)2Cl2), 20 mL of water, and 20 mL of acetonitrile were put, and the air in the flask was replaced with argon. This reaction container was subjected to irradiation with microwaves (2.45 GHz, 100 W) for one hour to be heated. Here, into the flask, 2.08 g of phenylboronic acid, 1.79 g of sodium carbonate, 0.070 g of Pd(PPh3)2Cl2, 5 mL of water, and 5 mL of acetonitrile were further put, and the reaction container was heated again by irradiation with microwaves (2.45 GHz, 100 W) for one hour. Then, water was added to this solution and an organic layer was extracted with dichloromethane. The obtained extract was washed with water and dried with magnesium sulfate. The solution which had been dried was filtered. The solvent of this solution was distilled off, and then the obtained residue was purified by silica gel column chromatography using dichloromethane as a developing solvent. As a result, a pyrimidine derivative Hdppm (yellow white powder, yield of 38%) was obtained. Note that the irradiation with microwaves was performed using a microwave synthesis system (Discover, produced by CEM Corporation).

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, 3435-25-4, 4-Chloro-6-methylpyrimidine.

Reference:
Patent; SEMICONDUCTOR ENERGY LABORATORY CO., LTD.; Takasu, Takako; Osaka, Harue; Shitagaki, Satoko; US2013/75704; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 13162-43-1 ,Some common heterocyclic compound, 13162-43-1, molecular formula is C5H3Cl2N3O2, 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.

A solution of 4,6-dichloro-2-methyl-5-nitropyrimidine (3; J. Chem. Soc. 1954, 3836) (2.23 g, 11 mmol) in EtOH (30 mL) at -30 C. was treated with 1-ethylpropylamine (870 mg, 10 mmol) in EtOH (8 mL) and the reaction mixture was stirred at -30 C. for 1 hour and then warmed to ambient temperature. Volatiles were evaporated and the residue was partitioned between water and EtOAc. The organic layer was dried (sodium sulfate), evaporated, purified by flash chromatography (silica) to give compound (4).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13162-43-1, its application will become more common.

Reference:
Patent; Neurocrine Biosciences, Inc.; US6348466; (2002); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10070-92-5, 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 10070-92-5, name is Pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

Example 6 Synthesis of 4-[(Pyrimidin-5-ylmethyl)-amino]-benzoic acid tert-butyl ester A mixture of 4-amino-benzoic acid tert-butyl ester (3.93 g, 20.4 mmol), pyrimidine-5-carboxaldehyde (2.00 g, 18.5 mmol), Na(OAc)3BH (5.88 g, 27.8 mmol) and methanol (3 drops) in dichloroethane (75 mL) was stirred at room temperature for 16 hr. The reaction mixture was then diluted with dichloromethane, washed with an aqueous saturated solution of sodium bicarbonate and brine, dried over sodium sulfate, filtered and evaporated. The resulting crude material was purified via flash chromatography (hexane/ethyl acetate), to afford 4.02 g of 4-[(pyrimidin-5-ylmethyl)-amino]-benzoic acid tert-butyl ester.

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 10070-92-5, Pyrimidine-5-carbaldehyde.

Reference:
Patent; MEMORY PHARMACEUTICALS CORPORATION; ROCHE PALO ALTO LLC; US2010/29689; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia