Pyrimidines

Synthetic Route of 64224-60-8, 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.64224-60-8, name is 5-Bromo-4-pyrimidinecarboxylic acid, molecular formula is C5H3BrN2O2, molecular weight is 202.99, as common compound, the synthetic route is as follows.

General procedure: To a solution of Intermediate 7 (110 mg, 0.37 mmol), 3-methoxybenzene-1,2- diamine (50 mg, 0.34 mmol) and DIPEA (0.2 mL, 1 mmol) in DMF (2 mL) was added HATU (160 mg, 0.41 mmol). The reaction mixture was stirred at r.t. for 48 h, then partitioned between DCM and water. The organic phase was separated, then dried and concentrated in vacuo. The crude residue was purified by flash column chromatography (0-100% EtOAc/hexanes) to give the title compound (28.7 mg, 20%) as a white solid. LCMS (Method 5): [M+H]+ m/z 415, RT 1.31 minutes.

The chemical industry reduces the impact on the environment during synthesis 64224-60-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHAPPELL, Rose Elizabeth; FOULKES, Gregory; FROST, James Richard; HORSLEY, Helen Tracey; JONES, Elizabeth Pearl; LECOMTE, Fabien Claude; REUBERSON, James Thomas; SCHULZE, Monika-Sarah Elisabeth Dorothea; TAYLOR, Richard David; YAU, Wei Tsung; ZHU, Zhaoning; (246 pag.)WO2019/138017; (2019); A1;,
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Electric Literature of 216959-91-0, 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 216959-91-0, name is 4-(Pyrimidin-5-yl)benzoic acid. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of Co(NO3)2¡¤6H2O (0.2 mmol, 0.058 g), HL(0.020 g, 0.1 mmol), and H2O 10 mL was placed in a ParrTeflon-lined stainless steel vessel (23 mL). Then the pH valuewas tuned into 8 using NaOH solution (0.5 M). After that themixturewas heated to 160C and held for 60 h. Then the reactantmixture was cooled at a rate of 0.5C/min to lead to the formationof red block crystal 1. Yield: 37% based on HL. ElementalAnal. Calcd. for C22H18CoN4O6 (493.33): C, 53.51; H, 3.65;N, 11.35%. Found: C, 53.50; H, 3.58; N, 11.45%. IR (KBr,cm-1): 3395(w), 1648(s), 1573(s), 1433(m), 1385(s), 1082(s),778(s).

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 216959-91-0, 4-(Pyrimidin-5-yl)benzoic acid.

Reference:
Article; An, Zhe; Hu, Ying-Shuang; Zhu, Li-Hua; Zhu, Ling; Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry; vol. 44; 10; (2014); p. 1435 – 1438;,
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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.573675-29-3, name is 7-Bromopyrido[3,2-d]pyrimidin-4(3H)-one, molecular formula is C7H4BrN3O, molecular weight is 226.0302, as common compound, the synthetic route is as follows.COA of Formula: C7H4BrN3O

7-Bromopyrido[3,2-d]pyrimidin-4-ol (1.02 g, 4.51 mmol) was suspended in dry toluene (80 mL) under nitrogen. Phosphorus oxychloride (5.0 mL, 54.6 mmol) was added and the mixture heated to reflux under nitrogen. After 5 hours the reaction was cooled to RT. The solution was placed in a water bath and saturated sodium bicarbonate (50 mL) was added slowly with strong stirring. After 45 minutes the phases were separated and the organic evaporated to dryness under reduced pressure. The crude 7-bromo-4-chloropyrido[3,2-d]pyrimidine (0.46 g, 1.89 mmol, 42% yield) was used without further purification. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 8.59 (d, J=1.96 Hz, 1H) 9.11-9.15 (m, 2H). LC/MS (ESI+) m/z=243.8 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,573675-29-3, 7-Bromopyrido[3,2-d]pyrimidin-4(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; LEWIS, Richard T.; ALLEN, Jennifer R.; BROWN, James; GUZMAN-PEREZ, Angel; HUA, Zihao; JUDD, Ted; LIU, Qingyian; OLIVIERI, Philip R.; ROMERO, Karina; SCHENKEL, Laurie; STELLWAGEN, John; WHITE, Ryan; US2015/38497; (2015); A1;,
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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. 4316-98-7, name is 6-Chloro-4,5-diaminopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 4316-98-7

6-Chloro-8-phenyl-9/-/-purine Experimental procedure taken from Ibrahim et al. [24]. A mixture of 6-chloro-4,5-diaminopyrimidine (1.4 mmol) and ammonium chloride (8.40 mmol) was suspended in POCI3 (10.0 mL). After addition of benzoyl chloride (7.00 mmol) the reaction batch was heated for 24 hours at 100 C. After cooling to room temperature and pouring into ice/water, the mixture was neutralized with ammonia solution (25% v/v) to pH 7-8. The obtained solid was filtered off and washed with water. The product was used without any further purification. Mp = 254 – 255 C. 1 H-NMR (DMSO-de, 400 MHz): d (ppm) = 7.62 (m, 3H, ArH), 8.29 (m, 2H, ArH), 8.73 (s, 1 H, ArH), 14.4 (s, 1 H, NH). 13C-NMR (DMSO-de, 100 MHz): d (ppm) = 127.3, 128.4 (2C), 131 .6 (2C), 151 .4 (tert. C), 129.2 (quart. C).

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, 4316-98-7, 6-Chloro-4,5-diaminopyrimidine.

Reference:
Patent; KTB TUMORFORSCHUNGSGESELLSCHAFT MBH; KUBBUTAT, Michael; SCHAeCHTELE, Christoph; EHLERT, Jan; TOTZKE, Frank; KUNICK, Conrad; WOeLFEL, Sebastian; WEBER, Holger; WO2014/79545; (2014); A1;,
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Reference of 873-83-6, 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.873-83-6, name is 6-Aminopyrimidine-2,4(1H,3H)-dione, molecular formula is C4H5N3O2, molecular weight is 127.1, as common compound, the synthetic route is as follows.

General procedure: A mixture of isatin (0.147 g, 1 mmol), acetophenone (0.09 mL, 1.5 mmol), and piperidine (two drops, 0.1 mmol) in ethanol (95.5percent, 1 mL) was heated at 80 ¡ãC for about 5 min. To the solid obtained at this stage was added 6-amino-1,3-dimethyluracil (0.155 g, 1 mmol), p-toluenesulfonic acid monohydrate (0.076 g, 0.04 mmol), and EtOH (95.5percent, 2 mL). The mixture was stirred and heated gently at 80 ¡ãC. After completion of the reaction (115 min), as monitored by TLC using 5:1 ratio of ethyl acetate/n-hexane, the reaction mixture was cooled to room temperature and then filtered. The separated solids were washed twice with 10 mL of water and 3 mL of hot ethanol (95.5percent) to obtain the pure product 4a.

Statistics shows that 873-83-6 is playing an increasingly important role. we look forward to future research findings about 6-Aminopyrimidine-2,4(1H,3H)-dione.

Reference:
Article; Rad-Moghadam, Kurosh; Azimi, Seyyedeh Cobra; Tetrahedron; vol. 68; 47; (2012); p. 9706 – 9712;,
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Pyrimidine – Wikipedia

Related Products of 950514-14-4, 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 950514-14-4, name is Methyl 2-oxo-1,2-dihydropyrimidine-4-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Example 15 2-oxo-1,2-dihydropyrimidine-4-carbohydrazide; The subtitle compound of Step 15A (0.500 g, 3.24 mmol) was dissolved in EtOH (125 mL) and stirred at ambient temperature for 1 h. Hydrazine monohydrate (0.325 g, 6.49 mmol) was added and the reaction was heated at 65 C. for 3 days. The solvent was partially removed under reduced pressure. The solids were filtered off and washed with EtOH to afford the title product (0.351 g, 2.28 mmol).1H NMR (400 MHz, (CD3)2SO): delta 10.05 (bs, 1H), 8.15 (d, 1H), 6.84 (d, 1H), 4.81 (bs, 2H).

According to the analysis of related databases, 950514-14-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRANBERG, Kenneth; HOLM, Bjorn; US2009/111820; (2009); A1;,
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Pyrimidine – Wikipedia

Related Products of 934524-10-4, 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. 934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

(+/-)-trans-Methyl 3 -aminobicyclo[2.2.2]octane-2-carboxylate (500 mg, 2.51 mmol) and 2,4-dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine (780 mg, 2.28 mmol) were dissolved in DMF (10 mL), then potassium carbonate (630 mg, 4.56 mmol) was added. The mixture was stirred at rt overnight. To the reaction mixture was added water (50 mL) to quench the reaction, and the resulting mixture was extracted with ethyl acetate (50 mL x 2). The combined organic layers were washed with saturated brine (80 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 10/1) to give the title compound as a yellow solid (803 mg, 72 %).MS (ESI, pos.ion) m/z: 490.50 [M+H]+1H NMR (400 MHz, CDC13) (ppm): 8.09 (d, J = 8.2 Hz, 2H), 7.44 (d, J = 3.9 Hz, 1H), 7.32 (d, J = 8.1 Hz, 2H), 6.48 (s, 1H), 4.52 (t, J = 5.8 Hz, 1H), 3.73 (s, 3H), 2.42 (s, 3H), 1.99 (s, 1H), 1.86 (s, 1H), 1.73 (s, 2H), 1.70 – 1.37 (m, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,934524-10-4, 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
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Pyrimidine – Wikipedia

Reference of 187035-79-6, 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 187035-79-6 as follows.

To a solution of (R)-methyl l-isopropyl-7-(methylsulfonyl)-l,2,3,4- tetrahydrobenzo[4,5]imidazo[l,2-a]pyrazine-8-carboxylate (80 mg, 0.228 mmol) in ‘PrOH (2 mL) and DCM (1 mL) was added ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate (174 mg, 0.684 mmol) and DIEA (177 mg, 1.37 mmol). The mixture was stirred at 60 C overnight. Water (5 mL) was added to the mixture and the aqueous layer was extracted with EtOAc (2 X 10 mL). The combined organic layers were washed with water (2 X 10 mL) and brine, dried over anhydrous Na2S04, filtered and concentrated under vacuum. The residue was purified by preparative TLC to afford (R)-methyl 2-(5-(ethoxycarbonyl)-4- (trifluoromethyl)pyrimidin-2-yl)-l-isopropyl-7-(methylsulfonyl)- 1,2,3,4- tetrahydrobenzo[4,5]imidazo[l,2-a]pyrazine-8-carboxylate (75 mg, 57.8% yield) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,187035-79-6, its application will become more common.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; GREGG, Richard, E.; (143 pag.)WO2015/195922; (2015); A1;,
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Pyrimidine – Wikipedia

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. 2565-47-1, name is 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione, the common compound, a new synthetic route is introduced below. Safety of 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione

General procedure: A mixture of compound 4a (1 mmol, 245 mg) and 5a (1 mmol, 156 mg) was taken in a round bottomed flask containing ethanol (5 ml). To this, catalytic amount of diisopropylethylamine (DIPEA) was added and the reaction mixture was stirred at room temperature for 1 h. The solid formed in the reaction process was filtered and purified by washing with ethanol and dried. The structure of the compound was ascertained as 6a from spectroscopic data.

The synthetic route of 2565-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Borah, Pallabi; Bhuyan, Pulak J.; Tetrahedron Letters; vol. 54; 50; (2013); p. 6949 – 6951;,
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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. 4316-93-2, name is 4,6-Dichloro-5-nitropyrimidine, the common compound, a new synthetic route is introduced below. Product Details of 4316-93-2

General procedure: A solution of 3a-e (2 mmol) in10 mL THF was added slowly to a cooled solution of 4,6-dichloro-5-nitropyrimidine (0.43 g, 2.2 mmol) and TEA (0.20 g, 2 mmol) in THF (20 mL), and mixture was stirred for about 30 min at 0 C. Stirring was continued for 4 h at room temperature and the reaction was monitored by TLC. The reaction mixture was added into 60 mL H2O, and extracted with EA (50 mL ¡Á 2). The combined organic extract was washed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo to get the crude product which was next purified by column chromatography on silica employing ethyl acetate/petroleum ether as eluted to obtain the pure product to give the product 3a-e.

The synthetic route of 4316-93-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yu, Xu-Ri; Tang, Yun; Wang, Wen-Jing; Ji, Sen; Ma, Shuang; Zhong, Lei; Zhang, Chun-Hui; Yang, Jiao; Wu, Xiao-Ai; Fu, Zheng-Yan; Li, Lin-Li; Yang, Sheng-Yong; Bioorganic and Medicinal Chemistry Letters; vol. 25; 22; (2015); p. 5449 – 5453;,
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