Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 51-20-7, 5-Bromouracil, 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, 51-20-7, blongs to pyrimidines compound. HPLC of Formula: C4H3BrN2O2

To 5-bromouracil (50 G) were sequentially added N, N-diethylaniline (60 mL) and phosphoryl chloride (120 mL), and the mixture was refluxed for 5 h. The volatiles were removed by distillation, the residue poured into ice water and the mixture extracted with methyl tert-butyl ether. The combined extracts were washed with brine, dried (NA2SO4) and filtered through Celite. Distillation of the crude product gave the title compound (63.4 g). IH NMR (300 MHz, CDCl3) : O/PPM = 8.69 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,51-20-7, its application will become more common.

Reference:
Patent; SCHERING AKTIENGESELLSCHAFT; WO2004/48343; (2004); A1;,
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Related Products of 74901-69-2, 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. 74901-69-2, name is 2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine, molecular formula is C6H4Cl2N2S, 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.

8.3 [1-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-cyclopropyl]-methanol (III-4) 1.4 g (II) are placed in 10 ml dioxane, then first 3.6 ml diisopropylethylamine are added followed by 1 g 1-aminocyclopropanemethanol (cf. 8.2). The reaction mixture is heated to 160 C. until there is no further reaction, then cooled and evaporated down. The residue is treated with cyclohexane/ethyl acetate (8:2) in the ultrasound bath and the solid is suction filtered and dried. 1.24 g (III-4) are obtained in the form of a solid. Analytical HPLC-MS (method A): RT=1.01 min.

According to the analysis of related databases, 74901-69-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/28932; (2012); A1;,
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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.5466-43-3, name is 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine, molecular formula is C7H6Cl2N2, molecular weight is 189.04, as common compound, the synthetic route is as follows.Computed Properties of C7H6Cl2N2

A mixture of 2,4-dichloro-6,7-dihydro-5H-cyclopenta[if|pyrimidine (0.250 g, 1.32 mmol) and sodium thiomethoxide (0.093 g, 1.32 mmol) in THF (10 mL) was stirred at rt for 6 h. After this time, the mixture was diluted with saturated aqueous sodium bicarbonate and extracted with ethyl acetate. The combined organic layer was dried over anhydrous sodium sulfate, filtered and the filtrate was concentrated. The residue was purified by column chromatography (silica, hexanes/ethyl acetate) to afford the title compound (0.210 g, 84%) as an off-white solid. MW = 200.69. NMR (DMSO- , 300 MHz) delta 2.90 (t, / = 7.6 Hz, 2H), 2.71 (t, / = 7.6 Hz, 2H), 2.56 (s, 3H), 2.10 (quin, / = 7.6 Hz, 2H); APCI MS mJz 201 [M + H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5466-43-3, 2,4-Dichloro-6,7-dihydro-5H-cyclopenta[d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; TETRA DISCOVERY PARTNERS, LLC.; GURNEY, Mark, E.; HAGEN, Timothy, J.; MO, Xuesheng; VELLEKOOP, A.; ROMERO, Donna, L.; CAMPBELL, Robert, F.; WALKER, Joel, R.; ZHU, Lei; WO2014/66659; (2014); A1;,
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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. 58536-46-2, name is 4-(4-Bromophenyl)-2,6-diphenylpyrimidine, molecular formula is C22H15BrN2, 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. Safety of 4-(4-Bromophenyl)-2,6-diphenylpyrimidine

Under a nitrogen atmosphere 2- (4- (4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) phenyl) -1,10-phenanthroline (5.0 g, 13.08 mmol) 4- (4-bromophenyl) -2,6-diphenylpyrimidine (6.10 g, 15.96 mmol), tetrakis-triphenylphosphine palladium (0) (Pd (PPh3) 4) (0.75 g, 0.65 mmol) 4M potassium carbonate aqueous solution (10 mL), toluene 30 mL, ethanol 10 mL And the mixture was stirred under reflux for 12 hours. After the reaction was completed, 50 mL of H2O was added, and the mixture was stirred for 3 hours. The mixture was filtered under reduced pressure, separated by column chromatography using methylene chloride (MC) and methanol as an eluent, EN-145-1 (5.56 g, yield 75.6%).

With the rapid development of chemical substances, we look forward to future research findings about 58536-46-2.

Reference:
Patent; LG Display Co., Ltd.; Shin Ji-cheol; Joo Seong-hun; Ryu Seon-geun; Yoon Seung-hui; (44 pag.)KR2018/67321; (2018); A;,
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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. 6299-87-2, name is 6-Hydroxypyrimidine-4-carboxylic acid. A new synthetic method of this compound is introduced below., Application In Synthesis of 6-Hydroxypyrimidine-4-carboxylic acid

The 6-chloropyrimidine-4-carbonyl chloride used as a starting material was prepared as follows: Phosphorus oxychloride (10 ml) was added carefully to a stirred sample of 6-hydroxypyrimidine-4-carboxylic acid (1 g) and the mixture was heated to reflux for 16 hours. Phosphorus pentachloride (5.8 g) was added and the resultant mixture was heated to reflux for a further 16 hours. The excess of phosphorus oxychloride was evaporated under reduced pressure and the residue was distilled. A solid formed in the cooling condenser. There was thus obtained 6-chloropyrimidine-4-carboxylic acid (0.5 g); NMR (DMSOd6) 8.07 (s, 1H), 9.2 (s, 1H), 14.0-14.3 (br s, 1H).

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, 6299-87-2, 6-Hydroxypyrimidine-4-carboxylic acid.

Reference:
Patent; Astra Zeneca AB; US6455520; (2002); B1;,
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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.30129-53-4, name is 4-Chloro-6-methyl-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C6H5ClN4, molecular weight is 168.58, as common compound, the synthetic route is as follows.SDS of cas: 30129-53-4

General procedure: To a solution of 7a (50.0 mg, 0.32 mmol) and aminomethyl-benzoic acids 8a (40.6 mg, 0.27 mmol) in triethylamine (66.8 mkL,0.48 mmol), anhydrous DMF (1.5 mL) was added and the reaction mixture was stirred at 80 C for 4 h. The reaction mixture was diluted with ethyl acetate (8 mL) and was washed with water (3×4 mL). The ethyl acetate layer was then dried with anhydrous Na2SO4, and concentrated to give a residue that was subjected to purification through the column chromatography on silica gel with DCM and MeOH (10:1) as eluent to afford the titled compounds 1a (31.1 mg, 43%) as a yellow solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,30129-53-4, 4-Chloro-6-methyl-1H-pyrazolo[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Qian, Shan; He, Tao; Wang, Wei; He, Yanying; Zhang, Man; Yang, Lingling; Li, Guobo; Wang, Zhouyu; Bioorganic and Medicinal Chemistry; vol. 24; 23; (2016); p. 6194 – 6205;,
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Related Products of 18740-39-1, 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. 18740-39-1, name is 2,4-Dichlorothieno[2,3-d]pyrimidine, molecular formula is C6H2Cl2N2S, 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: To a solution of 2,4-dichloro-5-fluoroquinazoline (22a) (100.00mg, 460.77 mumol, 1.00 eq) in THF (3.00mL) was added methyl (2S,3S)-3-aminobicyclo[2.2.2]octane-2-carboxylate (84.44mg, 460.77 mumol, 1.00 eq) and DIPEA (238.20mg, 1.84mmol, 4.00 eq) at room temperature overnight. H2O (20mL) was added to the mixture and extracted with EtOAc (10mL¡Á3). The combined organic layers were dried over Na2SO4 and concentrated in vacuum. The residue was purified by column chromatography on silica gel with PE:EtOAc (10:1 to 5:1) to give compound 23a (130.00mg, 357.33 mumol, 77.55% yield) as a yellow solid.

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 18740-39-1, 2,4-Dichlorothieno[2,3-d]pyrimidine.

Reference:
Article; Xiong, Jian; Wang, Jingjing; Hu, Guoping; Zhao, Weili; Li, Jianqi; European Journal of Medicinal Chemistry; vol. 162; (2019); p. 249 – 265;,
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Electric Literature of 183438-24-6, 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. 183438-24-6, name is 5-Bromo-2-iodopyrimidine, molecular formula is C4H2BrIN2, 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.

5-Bromo-2-iodopyrimidine (2 g, 7.02 mmol) was dissolved in dry toluene (30 mL) and cooled to -78 C under nitrogen. A 2.5M solution of n-BuLi in hexane (2.95 mL) was added drop wise and the reaction stirred for 15 minutes prior to the drop wise addition of tetrahydro-4H-pyran-4-one (0.77 g, 7.72 mmol). The reaction was stirred at -78 C for 30 min and then was allowed to warm to r.t.. The reaction mixture was diluted with water – -(50 mL) and extracted with EtOAc (2 x 50mL). The combined organic extracts were dried over magnesium sulfate and the solvent removed under reduced pressure to afford 1.9 lg of crude product as an orange oil. The crude orange oil was purified by flash column chromatography (Si02, 10-100% EtOAc in heptane) to afford 762 mg (42 %) of the title compound as a yellow oil.1H NMR (500 MHz, CDC13) delta ppm 8.79 (s, 2H), 4.24 (s, 1H), 3.99 – 3.89 (m, 4H), 2.37 (td, J 12.3, 11.6, 6.3 Hz, 2H), 1.54 (dd, J 13.6, 2.0 Hz, 2H).

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 183438-24-6, 5-Bromo-2-iodopyrimidine.

Reference:
Patent; UCB BIOPHARMA SPRL; ALEXANDER, Rikki, Peter; BRACE, Gareth, Neil; BROWN, Julien, Alistair; CALMIANO, Mark, Daniel; CHOVATIA, Praful, Tulshi; DELIGNY, Michael; GALLIMORE, Ellen, Olivia; HEER, Jag, Paul; JACKSON, Victoria, Elizabeth; KROEPLIEN, Boris; MAC COSS, Malcolm; QUINCEY, Joanna, Rachel; SABNIS, Yogesh, Anil; SWINNEN, Dominique, Louis, Leon; ZHU, Zhaoning; WO2015/86526; (2015); A1;,
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Related Products of 1193-24-4, 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 1193-24-4, name is 4,6-Dihydroxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

With a reflux condenser, thermometer,In the device of the agitator and the constant pressure dropping funnel,Add 4,6-dihydroxypyrimidine (114.3 g, content 98%, 1 mol), phosphorus oxychloride (1140 g, 99%) and mix well.The temperature was raised to 95-100 C, and phosgene (220 g, 99%, 2.2 mol) was slowly added to carry out the reaction, and the sample was taken after 8 hours.HPLC analysis of 4,6-dihydroxypyrimidine content of 0.9%,The content of 4,6-dichloropyrimidine was 98.3%, and the reaction was over.Vacuum distillation reaction mixture (oil bath temperature 95 C,Vacuum degree -0.095MPa),Obtained 1082 g of phosphorus oxychloride (content 99%); 142.8 g of 4,6-dichloropyrimidine (content 99.0%),Yield 94.9% (based on 4,6-dihydroxypyrimidine), wherein W (DCP) refers to the mass of DCP, and W (DHP) refers to the mass of DHP.The content refers to the mass content of DCP, and 112 is the molecular weight of DHP.149 is the molecular weight of DCP.

According to the analysis of related databases, 1193-24-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lianyungang Guosheng Chemical Co., Ltd.; Xu Chen; Zhu Guoqing; Zhang Xin; Zhou Tulin; (6 pag.)CN108178749; (2018); A;,
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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.50593-92-5, name is 5-Bromo-2-(methylthio)pyrimidine-4-carboxylic acid, molecular formula is C6H5BrN2O2S, molecular weight is 249.09, as common compound, the synthetic route is as follows.Safety of 5-Bromo-2-(methylthio)pyrimidine-4-carboxylic acid

A catalytic amount of N,N-dimethylformamide (2 drops) was added to a stirred suspension of 5-bromo-2-(methylthio)pyrimidine-4-carboxylic acid (2.07 g, 8.33 mmol) and a 2 M solution of oxalyl chloride (21 mL, 0.042 mol) in dichloromethane under nitrogen at r.t. Vigorous effervescence was observed. After 30 min everything had dissolved and the solvent was then evaporated in vacuo. The residue was dissolved in dichloromethane (20 mL) and placed under nitrogen. Triethylamine (2.32 mL, 16.66 mmol) was added to this stirred solution at r.t. followed by 4-aminopyridin-3-yl diethylcarbamodithioate (2.01 g, 8.33 mmol). Everything quickly dissolved with a noticeable exotherm. After 3 h at r.t. tic showed a new major product. The reaction was diluted with dichloromethane (20 mL) and washed with a saturated aqueous solution of sodium hydrogen carbonate (40 mL). The organic layer was separated, dried over sodium sulfate, filtered and the solvent evaporated in vacuo. The residue was purified by flash chromatography (ethyl acetate / hexane 15:85 to 60:40) to yield 4-(5-bromo-2- (methylthio)pyrimidine-6-carboxamido)pyridin-3-yl diethylcarbamodithioate (1.99 g, 51%) as a pale yellow amorphous solid. 1H NMR : delta (CDCl3, 400 MHz) 1.30 (t, J = 7 Hz, 3 H), 1.51 (t, J= 7 Hz, 3 H), 2.60 (s, 3 H), 3.93 – 4.08 (m, 4 H), 8.57 – 8.62 (m, 2 H), 8.69 (d, J = 6 Hz, 1 H), 8.85 (s, 1 H), 10.67 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,50593-92-5, 5-Bromo-2-(methylthio)pyrimidine-4-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN, INC.; WO2006/66172; (2006); A1;,
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Pyrimidine – Wikipedia