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. 1005-37-4, name is 6-Chloro-N4-methylpyrimidine-2,4-diamine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H7ClN4

Example 2583-[2-am ino-6-(methylamino)pyrimidin-4-yl]-2-methylbenzonitrile.A mixture of 6-chloro-4-N-methylpyrimidine-2,4-diamine (24 mg, 0.15 mmol), (3-cyano-2-methylphenyl)boronic acid (29 mg, 0.18 mmol), potassium carbonate (41mg, 0.30 mmol) and palladium tetrakis(triphenylphosphine)palladium (0) (9 mg,0.008 mmol) in 1 ,4-dioxane (3 mL) and water (1 mL) was heated in a sealed tube at 900C overnight. The reaction mixture was concentrated and purified by preparative H PLC. LCMS [M+H] 240.

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, 1005-37-4, 6-Chloro-N4-methylpyrimidine-2,4-diamine.

Reference:
Patent; THOMAS HELLEDAYS STIFTELSE FOeR MEDICINSK FORSKNING; SCOBIE, Martin; HELLEDAY, Thomas; KOOLMEISTER, Tobias; JACQUES, Sylvain; DESROSES, Matthieu; JACQUES-CORDONNIER, Marie-Caroline; WO2014/84778; (2014); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 2380-63-4, 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 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, 2380-63-4, blongs to pyrimidines compound. COA of Formula: C5H5N5

Synthesis of tert-butyl 3-(4-amino-lH-pyrazolo[3,4-d]pyrimidin-l-yl)piperidine-1-carboxylate: To a solution of lH-pyrazolo[3,4-J]pyrimidin-4-amine (675 mg, 5 mmol) in DMF (12 mL) was added NaH (60%wt in mineral oil, 240 mg, 6.0 mmol, 1.2 eq) and the mixture was stirred at rt for 0.5 h. The tert-butyl 3-((methylsulfonyl)oxy)piperidine-l-carboxylate (1.67 g, 6 mmol, 1.2 eq) was added and the mixture was heated to 100 C for 16 h. The solution was cooled to rt and the reaction was quenched with brine (50 mL) and extracted with EtOAc (80 mL x 4). The organic layers were dried over Na2S04i concentrated in vacuo to afford a residue which was purified by column chromatography (silica gel, pure EtOAc) to give the title product (700 n yield: 50%) as a light yellow solid. lH NMR (400 MHz, DMSO-d6) delta: 9.24 (br s, IH), 8.72 (br IH), 8.41 (s, IH), 8.33 (s, IH), 4.67-4.62 (m, IH), 4.05-3.58 (m, 3H), 3.40-3.33 (m, IH), 2.9 2.95 (m 1 H), 2.16-2.04 (m, IH), 1.61-1.24 (m, 11H). ESI-MS (M+H+): 319.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2380-63-4, its application will become more common.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; SCOTT, Daniel; CONLON, Patrick; JENKINS, Tracy, J.; POWELL, Noel; GUAN, Bing; CURERVO, Julio, H.; WANG, Deping; TAVERAS, Art; WO2012/58645; (2012); A1;,
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Electric Literature of 1211443-61-6, 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.1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, molecular formula is C14H17ClN4O, molecular weight is 292.76, as common compound, the synthetic route is as follows.

Method-1 To the solution of tert-butyl 4-(6-aminopyridin-3 -yl) piperazine- 1 -carboxylate (100 g) and 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3 -d]pyrimidine-6- carboxamide (100 g) in acetonitrile (1000 ml) was added sodium hydride (34 g) and copper (I) iodide (3.25 g) at 20-30C. The reaction mixture was placed undernitrogen for 1 hr at 70-80C. After completion of the reaction, methanol (50 ml) was added followed by addition of distilled water. The reaction mass was slowly cooled to 20-30C and stirred for 2-3 hrs. The solid was collected by filtration to give off white to light grey solid (125 g).Yield: 65.0 %; HPLC Purity: 99.7%. 1H MR (400 MHz CDC13) delta ppm 8.70 (s, 1H), 8.38-8.36 (d, J=9.2, 1H), 8.02 (d, J=2.4, 2H), 7.35-7.32 (dd, J=3.2, J=9.2, 1H), 6.43(s, 1H), 4.81-4.74 (m, 1H), 3.61(t, 4H), 3.15 ( s, 6H), 3.09 ( t, 4 H), 2.62-2.53 (m, 2H), 2.08-2.0 (m, 4H), 1.75-1.64 (m, 2H), 1.49 (s, 9H).

The chemical industry reduces the impact on the environment during synthesis 1211443-61-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; FRESENIUS KABI ONCOLOGY LTD.; SOKHI, Sarbjot Singh; SINGH, Govind; LAHIRI, Saswata; PANDEY, Maneesh Kumar; TIWARI, Raj Narayan; SHUKLA, Sonu; MUSMADE, Sachin; DUA, Heena; CABRI, Walter; (70 pag.)WO2019/82143; (2019); 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. 109-12-6, name is Pyrimidin-2-amine. A new synthetic method of this compound is introduced below., Formula: C4H5N3

General procedure: To a Schlenk tube charged with Pd2(dba)3 (2 mol %) and Xantphos (3 mol %) was added 2-aminopyrimidine (1 mmol) and NaOtBu (1 mmol). The tube was evacuated and backfilled with Ar three times. Toluene (1 mL /mmol aryl halide) was then added via syringe followed by aryl bromide (0.5 mmol) by syringe.The mixture was heated to 95 C. Once deemed complete (TLC) the reaction mixture wascooled, filtered through a pad of Celite, washed with EtOAc (20 mL) and diluted with water (20ml), then extracted with EtOAc (3 x 20 mL). The organic layers were then combined, washedwith brine (50 mL), dried over MgSO4 and concentrated under reduced pressure. The product was then purified using column chromatography (hexanes: ethyl acetate, gradient from 20-70%ethyl acetate).

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, 109-12-6, Pyrimidin-2-amine.

Reference:
Article; Shaw, Julian W.; Grayson, David H.; Rozas, Isabel; ARKIVOC; vol. 2014; 2; (2014); p. 161 – 174;,
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Application 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.

A mixture of appropriate compound 8 (10 mmol), piperazine, (10 mmol) and K2CO3 (12 mmol) in 1,4-dioxane was reflux at 100 C for 3 h. The reaction mixture was cooled down to room temperature. The reaction mixture was filter and washed with 1,4-dioxane. The filtrate was concentrated and dried by vacuum. 4.1.5.1. 5-methyl-7-(piperazin-1-yl)-[1,2,4]triazolo[1,5-a]pyrimidine (9). Yellowish (Yield 70%). 1H NMR (400 MHz, CDCl3) delta 8.23 (s, 1H, Triazolopyrimidine-Hb), 6.09 (s, 1H, Triazolopyrimidine-Ha), 3.73 (4H, Piperazine), 3.63 (s, 1H, -NH), 3.05 (4H, Piperazine), 2.51 (s, 3H, Triazolopyrimidine-CH3).; 13C NMR (101 MHz, CDCl3) delta 164.7, 157.2, 153.9, 150.7, 94.5, 49.2, 45.8, 25.2.

According to the analysis of related databases, 24415-66-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kumar, Jitendra; Meena, Poonam; Singh, Anju; Jameel, Ehtesham; Maqbool, Mudasir; Mobashir, Mohammad; Shandilya, Ashutosh; Tiwari, Manisha; Hoda, Nasimul; Jayaram; European Journal of Medicinal Chemistry; vol. 119; (2016); p. 260 – 277;,
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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. 1004-39-3, name is 4,6-Diaminopyrimidine-2-thiol, molecular formula is C4H6N4S, 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. Recommanded Product: 1004-39-3

a 2-[[(2,3-Difluorophenyl)methyl]thio]-4,6-pyrimidinediamine 4,6-diamino-2-pyrimidinethiol (7.3 g) was dissolved in DMSO (100 ml) at room temperature under an atmosphere of nitrogen. Potassium tert-butoxide (1 M in THF, 48.3 ml) was added followed by 2,3-difluorobenzyl-bromide (10.0 g). The mixture was stirred for 2 hours at room temperature. The reaction mixture was then partitioned between ethyl acetate and ammonium chloride. The organic phase was washed with ammonium chloride (3*) and brine, then dried over magnesium sulphate and evaporated to give the subtitled product as a white solid (12.2 g) MS: APCI (+ve) 269 (M+1)

With the rapid development of chemical substances, we look forward to future research findings about 1004-39-3.

Reference:
Patent; Bonnert, Roger; Cage, Peter; Hunt, Fraser; Walters, Iain; Willis, Paul; US2003/40523; (2003); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 1044767-99-8, 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. 1044767-99-8, name is 5-Bromo-4-chloropyrimidin-2-amine. A new synthetic method of this compound is introduced below.

To a mixture of 5-bromo-4-chloropyrimidin-2-amine (1.0 g, 4.80 mmol) and trans-4- aminocyclohexanol (608 mg, 5.28 mmol) in DMA (20 mL) was added ZV-ethyl-ZV- isopropylpropan -2-amine (744 mg, 5.76 mmol) and K2CO3 (1.33 g, 9.60 mmol). The reaction mixture was stirred at 160 C for 4 h and then concentrated under reduced pressure. The residue was purified by column chromatography with pre-packed silica gel disposable column to provide the desired product /ra//.s-4-((2-amino-5-bromopyrimidin-4- yl)amino)cyclohexanol (1.0 g, 73%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1044767-99-8, 5-Bromo-4-chloropyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; WANG, Xiaodong; ZHAO, Jichen; FRYE, Stephen; (146 pag.)WO2019/222538; (2019); A1;,
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Pyrimidine – Wikipedia

Related Products of 57489-77-7, 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. 57489-77-7, name is 5,7-Dichloropyrazolo[1,5-a]pyrimidine. A new synthetic method of this compound is introduced below.

To A solution of 5, 7-DICHLOROPYRAZOLO [1, 5-A] PYRIMIDINE (IV) (2 g) in 2-propanol (25 ml) containing N, N-DIISOPROPYLETHYLAMINE (2 equivalents) was added the amine RNHZ (1.2 equivalents). The reaction was heated overnight at 80 oC and the solvent removed in VACUO. The residue was partitioned between water and dichloromethane and the ORGANIC PHASE WAS WASHED WITH WATER, BRINE AND DRIED OVER MGS04. REMOVAL of the solvent in VACUA yielded the product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,57489-77-7, 5,7-Dichloropyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; TEIJIN PHARMA LIMITED; WO2004/81013; (2004); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 137281-39-1, 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 137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid. This compound has unique chemical properties. The synthetic route is as follows.

4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid (64.6 g 0.19 mol)Add 1L four-necked bottle, add 650ml DMF and stir to dissolve.The temperature was raised to 50 C, 0.38 mol of N, carbonyl diimidazole was added, and the reaction was kept at 60 C for 2 hours, and L-glutamic acid diethyl ester (0.38 mol) was added thereto, and the mixture was heated to 80 C for 3 hours, and evaporated to dryness under reduced pressure.After adding 800 ml of dichloromethane to dissolve, pour into a mixed solution of 1600 ml of pure water and 160 ml of triethylamine, and stir to separate the liquid.The organic phase was separated, washed twice with pure water 1600 ml×2, dried and evaporated to dryness, and stirred and dissolved by adding 500 ml of absolute ethanol.72 g of p-toluenesulfonic acid monohydrate and 200 ml of absolute ethanol solution were added dropwise under reflux, and the reaction was refluxed for 1 hour.The crystal was cooled, filtered, and dried to obtain 87.2 g of a crude product (molar yield 70.1%, purity 92.3%, impurity VI content 6.52%). 87.2 g of the above crude product was added to a three-neck reaction flask, and 350 ml of N,N-dimethylformamide was added.Heat to 40-45 C to stir and dissolve. After total dissolution, add 700 ml of absolute ethanol.The solid was gradually precipitated, and the temperature was lowered to room temperature, and the mixture was stirred and crystallized for 1-2 h, and filtered to give a solid, 69.8 g, yield: 80.0%.The above purification operation was repeated once to obtain 55.4 g of a solid (purity: 98.2%, impurity VI content: 0.07%).

According to the analysis of related databases, 137281-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lunan Pharmaceutical Group Co., Ltd.; Xia Mingjun; Zang Chao; (11 pag.)CN110305137; (2019); A;,
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Pyrimidine – Wikipedia