Pyrimidines

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. 16490-02-1, name is Pyrimidine-4,6-dicarboxylic acid. A new synthetic method of this compound is introduced below., category: pyrimidines

Dimethyl pyrimidine-4,6-dicalpharboxylalphate (llalpha)To a heated solution (75C) of 4,6-dimethylpyrimidine (846 mg, 8.00 mmol) and NaOH (211 mg, 5.28 mmol) in water (3 mL) was added a solution OfKMnO4 (5.28 g in 25 mL water) overl5 min. The resulting mixture was stirred at 80C for 3 hrs. The hot solution was filtered hot and manganese dioxide washed with hot water (8 mL). The filtrate and washings were concentrated to 5 mL and acidified with cone. HCl to pH 2-3. After cooling, the precipitation was collected, yielding 591 mg of crude pyridine-4,6-dicarboxylic acid. The diacid was then dissolved in MeOH (15 mL) and cone. H2SO4 (1.5 mL) was added dropwise carefully. The mixture was refluxed for 24 hrs, cooled to room temperature and concentrated in vacuo. The resultant oily residue was neutralised with sat. NaHCO3 and extracted with EtOAc (3 x 30 mL). The combined organic extracts were washed with H2O (50 mL) and brine (5OmL), dried over Na2SO4, filtered and concentrated. The product was then purified by column chromatography (petroleum ether 40-60 : EtOAc 5 : 5 to 3 :7) yielding 311 mg (20%) of 11 a as a white solid.

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, 16490-02-1, Pyrimidine-4,6-dicarboxylic acid.

Reference:
Patent; ISIS INNOVATION LIMITED; SCHOFIELD, Christopher, Joseph; MCDONOUGH, Michael; ROSE, Nathan; THALHAMMER, Armin; WO2010/43866; (2010); A2;,
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Electric Literature of 3680-69-1, Adding some certain compound to certain chemical reactions, such as: 3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine,molecular formula is C6H4ClN3, 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 3680-69-1.

A mixture of compound Int-4-1 (14.5 g, 94.42 mmol, 1 eq.) and Selectfluor (50.17 g, 141.63 mmol, 1.5 eq.) was addedACN (725 mE),AcOH (152.25 g, 2.54 mol, 145 mE, 26.85 eq.) and degassed and purged with N2 for 3 times, and then the mixture was stirred at 70 C. for 16 hr under N2 atmosphere. ECMS showed no compound Int-4-1 was remained. Several new peaks were shown on ECMS and 45% of desired compound was detected. The reaction mixture was concentrated under reduced pressure to remove solvent. The residue was diluted with toluene (200 mE) and concentrated under reduced pressure to remove solvent twice. The residue was purified by column chromatography (Si02, petroleum ether/ethyl acetate=30/1 to 8/1) to give compound Int-4 (10 g, 54.46 mmol, 57.68% yield, ECMS purity 93.43%) as a yellow solid. ?H NMR (400 MHz, DMSO-d5) oe ppm 12.49 (br s, 1H) 8.55-8.67 (m, 1H) 7.71 (t, J=2.63 Hz, 1H); ECMS: (M+Hj: 171.9.

According to the analysis of related databases, 3680-69-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Prelude Therapeutics, Incorporated; Lin, Hong; Luengo, Juan; Shetty, Rupa; Hawkins, Michael; (96 pag.)US2019/48014; (2019); A1;,
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Related Products of 1004-40-6, 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. 1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine, molecular formula is C4H5N3OS, 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.

General procedure: A mixture of 0.174 g of 3-methyl-1-phenyl-2-pyrazoline-5-one (1, 1.0 mmol), 0.150 g of 4-chlorobenzaldehyde (2,1 mmol), 0.160 g of 6-amino-2-thiouracil (3, 1 mmol) and 9.8 mm3 of piperidine as a catalyst (10%) in 8 cm3 of ethanol in a 100-cm3 round-bottomed flask fitted with areflux condenser was heated with stirring in an oil bath maintained at 80 C. After the complete appearance of the white solid and monitored by TLC, the reaction mixture was cooled to room temperature and resulting solid product was filtered, washed with ethanol to give products 4a-4r.

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 1004-40-6, 6-Amino-4-hydroxy-2-mercaptopyrimidine.

Reference:
Article; Bayat, Mohammad; Nasri, Shima; Mohammadali, Mohammad Reza; Monatshefte fur Chemie; vol. 148; 10; (2017); p. 1833 – 1842;,
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Synthetic Route of 914802-11-2, 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. 914802-11-2, name is 4-((Benzyloxy)methyl)-6-chloropyrimidine, molecular formula is C12H11ClN2O, 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 5-L 4-neck round bottom flask equipped with a mechanical stirrer, a thermometer, a heating mantle, a reflux condenser and a nitrogen inlet, was charged at 23 C, 5-hydroxyindole (1 , 257.7g, 1.94 mol) and acetonitrile (3 L). The dark mixture was stirred for 15 min. The internal temperature decreased to 15 C. In one portion, 4- (benzyloxymethyl)-6-chloropyrimidine (2, 386.6g, 1.65mol) was added. The flask was rinsed with acetonitrile (2 x 50 ml_) which was added to the batch. The reaction mixture was warmed to 20 C, and 1 ,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (380g, ~376ml_, 2.5 mol) was added drop wise via an addition funnel over 25 min. The reaction mixture turned from a yellow-tan slurry into a dark solution and was heated at an internal temperature of 64 – 66 C for 18h. The reaction mixture was concentrated at a bath temperature of 50 C to remove the majority of the acetonitrile. The residue was diluted with methyl t-butyl ether (MTBE)(1.5 L) and water (1.2 L). The layers were separated and the aqueous layer was extracted with MTBE (2 x 500 ml_). The organic layers were combined and washed with water (800 ml_), 0.5 N sodium hydroxide solution (800 ml_) and a mixture of saturated sodium chloride solution (500 ml_) and water (100 ml_). The organic layer wasconcentrated at a bath temperature of 50 C to afford crude 5-(6- (benzyloxymethyl)pyrimidin-4-yloxy)-1 H-indole (3, 707 g, >100%) as a dark viscous liquid which was used in the next step without further purification.

According to the analysis of related databases, 914802-11-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; GLAENZEL, Ulrike; NUFER, Robert; WO2014/184778; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1197953-49-3, (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide, 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, Formula: C12H12Cl2N3OP, blongs to pyrimidines compound. Formula: C12H12Cl2N3OP

A suspension of 2(1.27g, 4.0 mmol), 3-Boc-amino-5-methoxyaniline(965mg, 4.0mmol), palladium acetate(133mg, 0.59mmol), XantPhos(352mg, 0.61 mmol) and potassium phosphate(1.4g, 6.6mmol) in anhydrous DMF(35 mL) was heated at 120 C overnight. After the reaction was cooling to room temperature, ethyl acetate was added to dilute the reaction and the content was filtered through celite. Solvent was removed under vacuum. The residue was purified by flash column chromatography on silica gel to give pure product 1.3g (yield 62%) as a tan solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1197953-49-3, (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide, and friends who are interested can also refer to it.

Reference:
Patent; ARIAD PHARMACEUTICALS, INC.; ZHU, Xiaotian; WANG, Yihan; SHAKESPEARE, William, C.; HUANG, Wei-Sheng; DALGARNO, David, C.; WO2013/169401; (2013); 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. 5750-76-5, name is 2,4,5-Trichloropyrimidine. A new synthetic method of this compound is introduced below., COA of Formula: C4HCl3N2

2-Amino-N-methylbenzamide 10 was prepared according tothe general procedure in literature 19. The prepared 2-amino-Nmethylbenzamide10 (10.00 g, 66.67 mmol) was added in one portionto 2,4,5-trichloropyrimidine (12.23 g, 66.67 mmol) and N,Ndiisopropylethylamine(DIPEA) (12.93 g, 100 mmol) in isopropanol(100 mL). The resulting mixture was stirred at 80 C for 6 h. Themixture was evaporated to dryness. The organic phase was evaporatedto dryness and the residue was recrystallised from MeCN/water 20:1 to yield 2-(2,5-dichloropyrimidin-4-ylamino)-Nmethylbenzamide16.87 g, 85%.

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, 5750-76-5, 2,4,5-Trichloropyrimidine.

Reference:
Article; Qu, Menghua; Liu, Zhihao; Zhao, Dan; Wang, Changyuan; Zhang, Jianbin; Tang, Zeyao; Liu, Kexin; Shu, Xiaohong; Yuan, Hong; Ma, Xiaodong; Bioorganic and Medicinal Chemistry; vol. 25; 15; (2017); p. 3989 – 3996;,
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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. 57054-92-9, name is 5-Bromo-2-chloro-4-methoxypyrimidine. A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-2-chloro-4-methoxypyrimidine

Step AD1 : 1-(5-Bromo-4-methoxy-pyrimidin-2-yl)-3-methyl-azetidin-3-ol A mixture of 5-bromo-2-chloro-4-methoxypyrimidine (3.5 g, 15.7 mmol), 3-methylazetidin-3-ol hydrochloride (2.90 g, 23.5 mmol), and Et3N (4.4 mL, 31.3 mmol) in THF (50 mL) was stirred for 18 h at rt. 3-Methylazetidin-3-ol hydrochloride (1 g) was added. The reaction mixture was stirred for 72 h at rt and concentrated. The residue was purified by flash chromatography (hexane/EtOAc 1 :1 ) to afford 2.5 g of the title compound. tR: 0.81 min (LC-MS 2) ; ESI-MS: 274.2 [M+H]+ (LC-MS 2); Rf: 0.25 (hexane/EtOAc 1 : 1 ).

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, 57054-92-9, 5-Bromo-2-chloro-4-methoxypyrimidine.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GUAGNANO, Vito; HOLZER, Philipp; KALLEN, Joerg; LIAO, Lv; MAH, Robert; MAO, Liang; MASUYA, Keiichi; SCHLAPBACH, Achim; STUTZ, Stefan; VAUPEL, Andrea; WO2013/111105; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 947533-45-1, 2-bromo-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, Recommanded Product: 947533-45-1, blongs to pyrimidines compound. Recommanded Product: 947533-45-1

A mixture of 2-bromo-5-fluoropyrimidine (6.0 g, 33.9 mmol), Cul (646 mg, 3.4 mmol) and Pd(PPh3)4 (1.96 g, 1.7 mmol) in anhydrous DMA (100 mL) under a nitrogen atmosphere was treated with 2334-A (34.0 mL). The resulting mixture was stirred at 60 C for 48 h under a nitrogen atmosphere. The mixture was then diluted with water (400 mL) and extracted with EtOAc (200 mL x 3). The combined organic layers were washed with brine (200 mL x 3), dried over anhydrous Na2S04 and then concentrated in vacuo. The residue was purified by column chromatography on silica gel (PE : EtOAc = 20 :1 to 10 : 1) to give 2334-B (6.3 g, 70%) as a yellow solid. MS 212.1 [M – 55]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,947533-45-1, 2-bromo-5-fluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; RODIN THERAPEUTICS, INC.; FULLER, Nathan, Oliver; LOWE, John, A., III; (0 pag.)WO2020/14602; (2020); A1;,
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Adding a certain compound to certain chemical reactions, such as: 663194-10-3, 4-(4-Bromopyrimidin-2-yl)morpholine, 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, name: 4-(4-Bromopyrimidin-2-yl)morpholine, blongs to pyrimidines compound. name: 4-(4-Bromopyrimidin-2-yl)morpholine

In a sealed tube a mixture of 4-(4-bromopyrimidin-2-yl)morpholine (0.40 g, 1.64 mmol), Zn(CN)2 (0.35 g, 3.00 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.23 g, 0.20 mmol) in anhydrous DMF was degassed with argon for 10 minutes and then warmed at 12O0C. After 2 hours, the mixture was cooled and diluted with saturated aqueous NH4Cl and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography eluting with 20percent ethyl acetate in heptane. The major fractions were combined and the solvent was concentrated in vacuo to afford 2-morpholin-4-yl- pyrimidine-4-carbonitrile.

The synthetic route of 663194-10-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; COOK, Brian Nicholas; DISALVO, Darren; FANDRICK, Daniel Robert; HARCKEN, Christian; KUZMICH, Daniel; LEE, Thomas Wai-Ho; LIU, Pingrong; LORD, John; MAO, Can; NEU, Jochen; RAUDENBUSH, Brian Christopher; RAZAVI, Hossein; REEVES, Jonathan Timothy; SONG, Jinhua, J.; SWINAMER, Alan, David; TAN, Zhulin; WO2010/36632; (2010); A1;,
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Synthetic Route of 24415-66-5, 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 24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Adding 85 mg (about 0.5 mmol) to a 10 mL microwave reaction tube.7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, 357 mg (about 1.5 mmol) 1-benzyl-6-methoxy-1H-indole, 14 mg (about 10 mol%) of the catalyst bistrifluoromethylsulfonimide and 1 mL of the solvent HFIP, and then the microwave reaction tube was sealed.Then, the reactant in the microwave reaction tube was stirred at 100 C for 6 hours, and the solvent was distilled off under reduced pressure.And purified by column chromatography using DCM / MeOH as eluent to give about 160 mg of pure product e20 as a white solid, yield 86%;

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 24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine.

Reference:
Patent; Zhengzhou University; Liu Hongmin; Yu Bin; Yuan Shuo; Wang Shuai; Li Zhonghua; (21 pag.)CN109180684; (2019); A;,
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