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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 10320-42-0

A dry 50 mL reaction jar was vacuumed three times with nitrogen, and then aniline (107 mg, 1.0 mmol, 1.0 equiv) was added to the reaction flask.Add 10.0 mL of dried acetonitrile and stir until the toluidine is fully dissolved.Then 2-chloro-5-nitropyrimidine (0.1593 g, 1.0 mmol, 1.0 equiv) was added to the reaction flask.All mixtures react under nitrogen pressure for 4-5 hours. The reaction detects the progress of the reaction by TLC.The reaction can be stopped if it is detected that all the aniline is completely reacted.The experimental treatment is to drain the solution in the reaction;The solute in the reaction flask was dissolved with ethyl acetate.And transferred to a 100 mL round bottom flask,Add 2 mL (200-300 mesh) of silica gel to the round bottom flask for spin-drying.(petroleum ether and ethyl acetate) over silica gel in column. Wait until the intermediate product is pale yellow crystal5-nitro-N-(m-tolyl)pyrimidin-2-amine(209 mg, 97% yield).

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, 10320-42-0, 2-Chloro-5-nitropyrimidine.

Reference:
Patent; Jinan University; Feng Pengju; Chen Tianfeng; Chen Junfeng; Huang Yifeng; (25 pag.)CN108148005; (2018); A;,
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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 aromatic aldehyde (1 mmol), malononitrile (0.66 g, 1 mmol), 6-aminouracil(1 mmol), and KBr (0.1 g, 1 mmol) in EtOH (15 mL) was electrolyzed at 78 C in an undividedcell equipped with a magnetic stirrer, a platinum anode and a zinc cathode under a constantcurrent density of 5 mA cm-2. The progress of the reaction was monitored by thin layerchromatography. After the electrolysis was finished, the mixture was filtered and the filtercake was washed twice with an ethanol/water (1:1) solution to yield pure products 4a-j.

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; Kazemi-Rad, Reyhaneh; Azizian, Javad; Kefayati, Hassan; Journal of the Serbian Chemical Society; vol. 81; 1; (2016); p. 29 – 34;,
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Synthetic Route of 24415-66-5, Adding some certain compound to certain chemical reactions, such as: 24415-66-5, name is 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine,molecular formula is C6H5ClN4, 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 24415-66-5.

The preparation method of the compound e14 comprises the steps of: taking about 1 mmol of 7-chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine and about 3 mmol1-(2-fluorobenzyl)-1H-indole was added to a 10 mL microwave reaction tube.Further, 2 mL of hexafluoroisopropanol solvent and about 0.1 mmol of bistrifluoromethanesulfonimide catalyst were added, sealed and heated to 100 C with stirring and reacted for about 6 h.Then, the reaction system was monitored by TLC, and after the reaction system was cooled to room temperature, it was separated and purified by column chromatography to obtain pure compound e14.The compound e14 is a yellow solid with a yield of 82%.

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. 24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhengzhou University; Liu Hongmin; Yu Bin; Zheng Yichao; Yuan Shuo; Shen Dandan; (27 pag.)CN109020976; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 153435-63-3, 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. 153435-63-3, name is 2-(Tributylstannyl)pyrimidine. A new synthetic method of this compound is introduced below.

A solution of 2-bromo-3-thiophene carboxylic acid (3.35 g, 16.2 mmol) in methanol (50 mL) was cooled to 0 C and saturated with gaseous HC1. The solution was heated to 60 C overnight, then concentrated in vacuo. The residue was redissolved in ethyl acetate, washed with saturated aqueous sodium bicarbonate and brine, dried over sodium sulfate, filtered, and concentrated, providing methyl 2-bromothiophene-3-carboxylate as yellow oil. LRMS m/z (M+H) 221.1 found, 221.0 required. A solution of methyl 2-bromothiophene-3-carboxylate (1.74 g, 7.87 mmol), 2-(tributylstannyl)pyrimidine (4.36 g, 11.81 mmol), cesium fluoride (4.78 g, 31.5 mmol), and copper(I) iodide (0.450 g, 2.36 mmol) in DMF (16 mL) in a pressure vessel was purged subsurface with nitrogen and treated with palladium tetrakis (0.455 g, 0.394 mmol). The mixture was sealed and heated at 120 C overnight. The reaction was partitioned between ethyl acetate and water and filtered through celite. The organic layer was washed with saturated aqueous sodium bicarbonate and brine, dried over magnesium sulfate, filtered, and concentrated. The residue was purified by silica gel gradient chromatography (0-30% ethyl acetate in hexanes), providing methyl 2- (pyrimidin-2-yl)thiophene-3-carboxylate as a yellow solid. LRMS m/z (M+H) 221.2 found, 221.1 required. A solution of methyl 2-(pyrimidin-2-yl)thiophene-3-carboxylate (0.695 g, 3.16 mmol) and potassium trimethylsilanolate (0.506 g, 3.94 mmol) in THF (16 mL) was stirred at RT overnight, then diluted with ether and filtered through a glass frit. The solids were washed with ether, and the filtrate was concentrated, providing the title compound as a beige solid. LRMS m/z (M+H) 207.3 found, 207.1 required.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,153435-63-3, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; SKUDLAREK, Jason, W.; WO2015/95442; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 153435-63-3, 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. 153435-63-3, name is 2-(Tributylstannyl)pyrimidine. A new synthetic method of this compound is introduced below.

A solution of the product from step 1 (1.74 g, 7.87 mmol), 2-20 (tributylstannyl)pyrimidine ( 4.36 g, 11.81 mmol), CsF ( 4.78 g, 31.5 mmol), and copper() iodide(0.450 g, 2.36 mmol) in DMF (16 mL) in a pressure vessel was sparged with nitrogen andtreated with Pd(PPh3)4 (0.455 g, 0.394 mmol). The mixture was sealed and heated at 120 ocovernight. The cooled reaction mixture was partitioned between EtOAc and water and filteredthrough celite. The organic layer was washed with saturated aqueous sodium bicarbonate and25 brine, dried over MgS04, filtered, and concentrated in vacuo. The residue was purified by silicagel chromatography (0-30% EtOAc in hexanes), to provide the title compound as a yellow solid.LRMS m/z (M+H) 221.2 found, 221.1 required.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153435-63-3, 2-(Tributylstannyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BESHORE, Douglas C.; KUDUK, Scott D.; LIVERTON, Nigel; LUO, Yunfu; MENG, Na; YU, Tingting; WO2015/18029; (2015); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 32779-36-5, 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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine. A new synthetic method of this compound is introduced below.

5-Bromo-2-phenoxypyrimidine (intermediate AU) A mixture of 5-bromo-2-chloropyrimidine (5.00 g, 0.0259 mol), phenol (3.16 g, 0.0336 mol), dibenzo-18-Crown-6 (0.47 g, 0.0013 mol) and ground potassium hydroxide (3.51 g, 0.0626 mol) in toluene (75 ml) was heated at reflux for 5 hours with azeotropic removal of water. The mixture was allowed to cool to ambient temperature and the solvent was removed under reduced pressure. The residue was partitioned between water and chloroform. The layers were separated and the aqueous phase was extracted with chloroform three times. The combined organic layers were dried over magnesium sulfate, filtered and evaporated. The residue was purified by flash column chromatography on silica using n-heptane/ethyl acetate (98:2) as an eluent to give 5-bromo-2-phenoxy-pyrimidine as a white solid (3.55 g, 0.0141 mol): 1H NMR (DMSO-d6, 400 MHz) 8.80 (s, 2H), 7.45 (t, 2H), 7.27 (t, 1H), 7.22 (d 2H); TLC (n-heptane/ethyl acetate=95:5) Rf 0.20.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,32779-36-5, its application will become more common.

Reference:
Patent; Abbott Laboratories; US6921763; (2005); B2;,
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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.10320-42-0, name is 2-Chloro-5-nitropyrimidine, molecular formula is C4H2ClN3O2, molecular weight is 159.5306, as common compound, the synthetic route is as follows.Safety of 2-Chloro-5-nitropyrimidine

Intermediate 1895-nitro-2-[(3,3 -trimethyl-2,3-dihvdro-l-benzofuran-4-yl)oxylpyrimidine3,3,7-Trimethyl-2,3-dihydro-l-benzofuran-4-ol (Intermediate 184, 178 mg, 1.0 mmol) and 2-chloro-5- nitropyrimidine (191.5 mg, 1.2 mmol) were dissolved in CH3CN (3.0 mL) and K2C03 (345.5 mg, 2.5 mmol) was added. The resulting suspension was heated to 40°C and stirred for 1 hour. The reaction mixture was then diluted with water (50 mL) and ethyl acetate (50 mL), The organic phase wascollected, washed with brine (50 mL) and dried over Na2S04. The residue was purified by flash chromatography on silica gel using cyclohexane/ ethyl acetate 97:3 as eluents affording the title compound (243 mg).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10320-42-0, 2-Chloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; AUTIFONY THERAPEUTICS LIMITED; ALVARO, Giuseppe; DAMBRUOSO, Paolo; MARASCO, Agostino; TOMMASI, Simona; DECOR, Anne; LARGE, Charles; WO2012/76877; (2012); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 26032-72-4, 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 26032-72-4 as follows.

The following compounds presented in Examples 52-92 w^ere prepared in accordance with Scheme 6, by a procedure analogous to that disclosed in Examples 39 and 48, using starting materials with the appropriate substitution.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,26032-72-4, its application will become more common.

Reference:
Patent; REDDY US THERAPEUTICS, INC.; KALLEDA, Srinivas; PADAKANTI, Srinivas; KUMAR SWAMY, Nalivela; YELESWARAPU, Koteswar, Rao; ALEXANDER, Christopher, W.; KHANNA, Ish, Kumar; IQBAL, Javed; PILLARISETTI, Sivaram; PAL, Manojit; BARANGE, Deepak; WO2006/34473; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 2565-47-1, Adding some certain compound to certain chemical reactions, such as: 2565-47-1, name is 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione,molecular formula is C5H6N2O3, 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 2565-47-1.

(b) 6-Chloro-3-methylpyrimidine-2,4(l/J,3H)-dioneWater (2.7 mL) is added dropwise to a suspension of 1-methylpyrimidine- 2,4,6(lH,3H,5No.)-trione (14.2 g, 100 mol) in POCl3 (95 mL) at 0 0C. The reaction mixture is then heated at 80 C for 5 hours. The resulting brownish solution is cooled, and POCl3 is evaporated under reduced pressure. The residue is treated with MeOH, and the obtained solid is recrystallized from ethanol to give 11.5 g product (Yield: 71.6%). m.p. = 279-282 0C (dec) [Lit.2: 280-282 0C]. 1H NMR (400 MHz, DMSO-d6) (53.10 (S, 3H), 5.90 (S, IH), 12.4 (br, IH).

According to the analysis of related databases, 2565-47-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INTRA-CELLULAR THERAPIES, INC.; WO2006/133261; (2006); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products 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.

A suspension of 5-bromo-2-iodopyrimidine (2.81 g, 9.86 mmol), vinyl boronic acid pinacol ester (1.98 mL, 11.7 mmol) and cesium carbonate (6.30 g, 19.5 mmol) in dioxane (39 mL) and water (14 mL) was degassed by sparging with Ar. [1,1?-Bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with DCM (364 mg, 486 mumol) was added and the reaction heated to 100 C for 4 h. The reaction mixture was concentrated in vacuo to remove the dioxane, then partitioned between EtOAc and water. The aqueous layer was extracted EtOAc (×2), then the combined organic layers dried (MgSO4), filtered and concentrated in vacuo. FCC (2-16% EtOAc in toluene) provided the title compound as an oil (0.850 g). 1H NMR (CDCl3, 300 MHz): delta 8.74 (s, 2H), 6.83 (dd, J = 17.4, 10.5 Hz, 1H), 6.62 (dd, J = 17.4, 1.8 Hz, 1H), 5.76 (dd, J = 10.5, 1.8 Hz, 1H).

According to the analysis of related databases, 183438-24-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BRONNER, Sarah M.; CRAWFORD, James J.; CRIDLAND, Andrew; CYR, Patrick; FAUBER, Benjamin; GANCIA, Emanuela; GOBBI, Alberto; HURLEY, Christopher; KILLEN, Jonathan; LEE, Wendy; RENE, Olivier; VAN NIEL, Monique Bodil; WARD, Stuart; WINSHIP, Paul; ZBIEG, Jason; (439 pag.)WO2018/83105; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia