Pyrimidines

Electric Literature of 504-17-6, 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.504-17-6, name is 4,6-Dihydroxy-2-mercaptopyrimidine, molecular formula is C4H4N2O2S, molecular weight is 144.1518, as common compound, the synthetic route is as follows.

General procedure: A mixture of dimedone (0.140 g, 1 mmol), isatin (0.147 g, 1 mmol) and malononitrile (0.066 g, 1 mmol) was stirred in round bottom flask containing 5 mL of oxalic acid dihydrate:proline LTTM at room temperature for an appropriate time. After completion of the reaction, as indicated by TLC, 10 mL of water was added to the reaction mixture and the insoluble crude product was filtered off. The aqueous layer was evaporatedunder vacuumto recover the LTTM. The crude product was washed with distilled water(5 mL) and recrystallized from ethanol (10 mL).

Statistics shows that 504-17-6 is playing an increasingly important role. we look forward to future research findings about 4,6-Dihydroxy-2-mercaptopyrimidine.

Reference:
Article; Chandam, Dattatray R.; Mulik, Abhijeet G.; Patil, Dayanand R.; Deshmukh, Madhukar B.; Research on Chemical Intermediates; vol. 42; 2; (2016); p. 1411 – 1423;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 6693-08-9, 2,4,6-Trichloro-5-fluoropyrimidine, 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, 6693-08-9, blongs to pyrimidines compound. SDS of cas: 6693-08-9

Intermediate 64-(2,6-Dichloro-5-fluoropyrimidin-4-yl)morpholineA round-bottom flask was charged with 2,4,6-trichloro-5-fluoropyrimidine (WO200549033, 2.0 g, 10 mmol), in EtOH (100ml) and was cooled to -200C. Morpholine (0.95 g, 11 mmol) in EtOH (20 ml) was added drop-wise to the reaction mixture in the course of 1 hour. The reaction was stirred at -200C for 30 minutes and at room temperature overnight. Solvent was removed under reduced pressure and the residue was partitioned between DCM and H2O. Organic phase was concentrated under reduced pressure to give a solid. Recrystallization from EtOH afforded the title compound (1.75 g, 86%). 1U NMR (delta) 6.76 (s, IH), 3.69 (m, 8H). LCMS: 252 [M+H].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6693-08-9, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/132502; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 26452-81-3, 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.26452-81-3, name is 4-Chloro-6-methoxypyrimidine, molecular formula is C5H5ClN2O, molecular weight is 144.56, as common compound, the synthetic route is as follows.

A RBF containing 4-chloro-6-methoxypyrimidine (3.13 g, 21.62 mmol), 4-chloro-2- (tetramethyl-l,3,2-dioxaborolan-2-yl)aniline (7.31 g, 21.62 mmol), Na2CCb (2.29 g, 21.62 mmol), DME (86 ml), EtOH (10.81 ml) and water (10.81 ml) was equipped with a condenser. The mixture was purged with Ar for several min then Pd(dppf)Cl2-CH2Cl2 adduct (1.77 g, 2.16 mmol) was added. The reaction was heated at 90 °C for 5 h. The reaction was cooled to rt, diluted with water and extracted with EtOAc. The organic layer was washed with brine, concentrated and purified by normal phase chromatography to give 4-chloro-2-(6-methoxypyrimidin-4-yl)aniline (2.86 g, 56.1 percent yield) as yellow solid. MS (ESI) m/z: 236.0 (M+H)+. NMR (500MHz, CDCh) delta 8.78 (d, J=l .1 Hz, IH), 7.49 (d,J=2.5 Hz, IH), 7.15 (dd, J=8.8, 2.5 Hz, IH), 6.99 (d, J=l . l Hz, IH), 6.67 (d, J=8.8 Hz, IH), 5.89 (br. s., 2H), 4.03 (s, 3H).

Statistics shows that 26452-81-3 is playing an increasingly important role. we look forward to future research findings about 4-Chloro-6-methoxypyrimidine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ZHU, Yeheng; DILGER, Andrew K.; EWING, William R.; ORWAT, Michael J.; PINTO, Donald J.P.; (156 pag.)WO2017/19821; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 905587-44-2, Adding some certain compound to certain chemical reactions, such as: 905587-44-2, name is 1-(5-Fluoropyrimidin-2-yl)ethanone,molecular formula is C6H5FN2O, 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 905587-44-2.

Method 4; l-(5-Fluoropyrimidin-2-yr)ethanol; l-(5-Fluoropyrimidin-2-yl)ethanone (Method 5, 0.77 g) was dissolved in MeOH (15 ml), and the solution was cooled to 0 0C. NaBH4 (0.210 g, 5.55 mmol) was added. The mixture was stirred at room temperature for 1 hour and then partitioned between EtOAc and H2O. The organic extract was washed with brine, dried (Na2SO4), filtered, and concentrated to give the title compound as a yellowish oil (0.79 g, 99%). 1H NMR (CDCl3) delta 8.65 (s, 2H), 5.20 (m, IH), 4.00 (br s, IH), 1.80 (d, 3H).

According to the analysis of related databases, 905587-44-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/49041; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 42839-09-8, 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. 42839-09-8, name is 2-Pyrimidinemethanol. A new synthetic method of this compound is introduced below.

Step C: Ethyl 3-(pyrimidin-2-ylmethoxy)isonicotinate: A solution of triphenyl phosphine (14.29 g, 54.49 mmol, 1.20 equiv) in 150 ml THF was cooled to -15 C. DIAD was added via syringe (10.70 ml, 54.49 mmol, 1.20 equiv). The reaction mixture was and stirred 10 minutes at -15 C., then a solution of pyrimidin-2-ylmethanol (5.00 g, 45.41 mmol, 1.00 equiv) in 30 ml THF was added. After 10 minutes, a solution of ethyl 3-hydroxyisonicotinate (7.590 g, 45.41 mmol, 1.00 equiv) in 75 ml THF was added to the reaction mixture and the reaction mixture was allowed to warm to ambient temperature over 16 hours. The reaction was concentrated under reduced pressure and the residue was purified by silica gel chromatography to give the desired product as an oil (7.238 g, 61%). MS (APCI-pos) M+1=260.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,42839-09-8, 2-Pyrimidinemethanol, and friends who are interested can also refer to it.

Reference:
Patent; Miknis, Greg; Lyssikatos, Joseph P.; Laird, Ellen; Tarlton, Eugene; Buckmelter, Alexandre J.; Ren, Li; Rast, Bryson; Schlacter, Stephen T.; Wenglowsky, Steven Mark; US2007/49603; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 873-83-6, 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 873-83-6, name is 6-Aminopyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: In a reaction vessel, a mixture of 6-aminouracil (2 mmol),aldehyde (1 mmol), and SBA-15-SO3H (0.05 g) was heatedat 120 °C under solvent-free conditions for a specified time(completion of the reaction was monitored by TLC). Aftercompletion of the reaction, hot DMF (5 mL) was added andthe catalyst was separated by simple filtration. Then water(15 mL) was added to the filtrate to give the solid product.

According to the analysis of related databases, 873-83-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Rostamizadeh, Shahnaz; Tahershamsi, Leili; Zekri, Negar; Journal of the Iranian Chemical Society; vol. 12; 8; (2015); p. 1381 – 1389;,
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Pyrimidine – Wikipedia

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. 93366-88-2, name is 7H-Pyrrolo[2,3-d]pyrimidin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 93366-88-2

2 ‘ ,3 ‘ -Dideoxy-2 ‘ -fluoro-5 ‘ -O-tert-butyldimethylsilyl-4-chloro-7-deazaguanosine 18 A mixture of l-Chloro-2,3-dideoxy-2-fluoro-5-tert-butyldimethylsilylribose 17(880 mg, 2.24 mmol), 7-deazaguanidine (755 mg, 4.48 mmol), and powdered potassium hydroxide (377 mg, 6.72 mmol) in anhydrous acetonitrile (15 mL) was treated with catalytic amount of tris(2-(2- methoxyethoxy)ethyl) amine (72 mg, 0.224 mmol). After 12 h at rt, the mixture was concentrated and the resulting residue partitioned between ethyl acetate (100 mL) and water (50 mL). The aqueous phase was back extracted with ethyl acetate (2 x 25 mL) and the combined organic phases dried over sodium sulfate, filtered and concentrated to dryness. The crude material was purified by flash column chromatography (25 mm x 170 mm) over silica gel using 9: 1 hexanes: ethyl acetate to give 18 (540 mg, 46%) as a white foam. 1H NMR (400 MHz, Chloroform-;/) delta 7.70 – 7.60 (m, 3H), 7.48 – 7.30 (m, 8H), 6.33 (d, J = 18.1 Hz, 1H), 6.25 (d, J = 3.8 Hz, 1H), 5.29 (dd, J = 51.9, 4.3 Hz, 1H), 4.96 (s, 2H), 4.48 (ddt, J = 11.1, 5.5, 3.1 Hz, 1H), 4.07 (dd, J = 11.8 Hz, 3.0 Hz, 1H), 3.76 (dd, J = 11.8, 3.3 Hz, 1H), 2.57 – 2.37 (m, 1H), 2.20 (ddd, J= 19.8, 14.3, 5.2 Hz, 1H), 1.07 (s, 9H).

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, 93366-88-2, 7H-Pyrrolo[2,3-d]pyrimidin-2-amine.

Reference:
Patent; EMORY UNIVERSITY; LIOTTA, Dennis, C.; PAINTER, George, R.; BLUEMLING, Gregory, R.; WO2014/124430; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 705-24-8, 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. 705-24-8, name is 4,6-Dichloro-2-(trifluoromethyl)pyrimidine, molecular formula is C5HCl2F3N2, 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.

To a solution of 4,6-dichloro-2-(trifluoromethyl)pyrimidine (2.2 g, 10.0 mmol) in toluene (30 mL) and water (3 mL) were added sodium carbonate (3.2 g, 29.7 mmol), potassium methyltrifluoroborate (1.4 g, 11.5 mmol) and Pd(PPh )4 (577 mg, 0.5 mmol). The solution was stirred at 90 C for 16 h. The mixture was diluted with water and extracted with EtOAc (3X). The combined organic layer was washed with brine, dried and concentrated under vacuum. The residue was purified by chromatography to afford 4-chloro-6-methyl-2-(trifluoromethyl)pyrimidine (600 mg, 31%).

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 705-24-8, 4,6-Dichloro-2-(trifluoromethyl)pyrimidine.

Reference:
Patent; NURIX THERAPEUTICS, INC.; BARSANTI, Paul A.; BENCE, Neil F.; GOSLING, Jennifa; SAHA, Anjanabha; TAHERBHOY, Asad M.; ZAPF, Christoph W.; BOYLE, Kathleen; CARDOZO, Mario; MIHALIC, Jeffrey; LAWRENZ, Morgan; GALLOP, Mark; BRUFFEY, Jilliane; CUMMINS, Thomas; ROBBINS, Daniel; TANAKA, Hiroko; WANG, Chenbo; COHEN, Frederick; PALMER, Wylie; SANDS, Arthur T.; SHUNATONA, Hunter; (968 pag.)WO2019/148005; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1211443-61-6, 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. 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide. A new synthetic method of this compound is introduced below.

General procedure: To a suspension of 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (5) (586 mg, 2 mmol) in 20 mL 1,4-dioxane were added compound 3a-f, 3i-u(2 mmol), Pd(OAc)2 (11 mg, 0.05 mmol), BINAP (62 mg, 0.1 mmol) and Cs2CO3 (978 mg, 3 mmol) and the flask was purged with Ar. Then the flask was sealed and the mixture was heated for 12 h at 100. The reaction was cooled to rt, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 4a-f, 4i-o, 4r-u.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211443-61-6, 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, and friends who are interested can also refer to it.

Reference:
Article; Li, Yongtao; Guo, Qingxiang; Zhang, Chao; Huang, Zhi; Wang, Tianqi; Wang, Xin; Wang, Xiang; Xu, Guangwei; Liu, Yanhua; Yang, Shengyong; Fan, Yan; Xiang, Rong; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3231 – 3237;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1005-38-5, Adding some certain compound to certain chemical reactions, such as: 1005-38-5, name is 4-Amino-6-chloro-2-(methylthio)pyrimidine,molecular formula is C5H6ClN3S, 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 1005-38-5.

step 1-Sodium hydride (1 mmol, 60% in oil) was added portion wise to a solution of 70 in NMP at RT and the resulting solution was stirred for 10 min. To the sodium phenoxide solution was added 96 (1 mmol) and the resulting mixture was stirred for 30 h at 150 C. After the reaction was complete, the reaction was partitioned between EtOAc and H2O and the water phase was extracted with EtOAc. The combined extracts were dried (Na2SO4), filtered and the solvent was evaporated to afford 98a as an oil which was used in the next step without further purification.

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. 1005-38-5, 4-Amino-6-chloro-2-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Roche Palo Alto LLC; US2008/146595; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia