Category: pyrimidines

Reference of 87253-62-1, 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.87253-62-1, name is 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxylic acid, molecular formula is C8H8N4O2, molecular weight is 192.18, as common compound, the synthetic route is as follows.

General procedure: In 25ml RB flask to a solution of Compound 9 (200 mg) in dry DMF (5ml), EDCI (250 mg, 1.25eq) and DMAP (130 mg,1eq) were added followed by addition of Sulfonamide (1eq). RM was stirred at RT for 4hrs. Solvent from the reaction mixture was evaporated. To the residue water was added and acidified with 6N HCl, solid precipitated out. Solid was filtered and dried. Crude solid was purified by flash chromatography eluating with 4-8% MeOH/DCM as solvent system to give pure product.

Statistics shows that 87253-62-1 is playing an increasingly important role. we look forward to future research findings about 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carboxylic acid.

Reference:
Article; Patil, Vikas; Kale, Manoj; Raichurkar, Anandkumar; Bhaskar, Brahatheeswaran; Prahlad, Dwarakanath; Balganesh, Meenakshi; Nandan, Santosh; Shahul Hameed; Bioorganic and Medicinal Chemistry Letters; vol. 24; 9; (2014); p. 2222 – 2225;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 17180-94-8, name is 5-Chloropyrimidine, the common compound, a new synthetic route is introduced below. Safety of 5-Chloropyrimidine

A 100 mL round-bottom flask was charged with 5-chloropyrimidine (5 mmol), phenylboronic acid (1.22 g, 10 mmol), PPh3 (265 mg, 1 mmol) and Pd(OAc)2 (224 mg, 1 mmol) in dioxide (50 mL) under nitrogen at room temperature. After stirring for 30 minutes, Na2C03 (159 mg, 7.5 mmol) and H20 (10 mL) were added and the resulting mixture was heated at reflux for 3 h. After cooling to rt, the reaction mixture was poured into water and extracted with EtOAc (3 x 50 mL). The combined organic layers were washed with brine (3 x 50 mL) and dried over anhydrous Na2S04. After filtration and concentration, the crude product was purified by column chromatography to give the title compound.

The synthetic route of 17180-94-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNOVION PHARMACEUTICALS INC.; CAMPBELL, John, Emmerson; CAMPBELL, Una; HANANIA, Taleen, G.; SHAO, Liming; WO2013/119895; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 216309-28-3, name is 5-((Trimethylsilyl)ethynyl)pyrimidine. A new synthetic method of this compound is introduced below., Recommanded Product: 216309-28-3

b) 5-Ethynyl-pyrimidine; Potassium carbonate (7.38 g, 53.4 mmol) was added in one portion to a stirred solution of 5-trimethylsilanylethynyl-pyrimidine (4.71 g, 26.7 mmol) in methanol (10 ml). The reaction mixture was stirred for 2 hours at room temperature then concentrated in vacuo. The residue was suspended in dichloromethane and the inorganic solids were removed by filtration. The filtrate was concentrated in vacuo to remove ca. 95percent of the solvent to afford 5-ethynyl-pyrimidine as a brown oil in crude form. This material was used in the subsequent Sonogashira reaction without further purification.

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, 216309-28-3, 5-((Trimethylsilyl)ethynyl)pyrimidine.

Reference:
Patent; Hebeisen, Paul; Roever, Stephan; US2008/70931; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 99420-75-4, 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 99420-75-4 as follows.

To a solution of methanol (50 mL) was added SOCl2 (5.17 g, 43.5 mmol, 3.00 equiv) dropwise at 0 C. The resulting solution was stirred for 0.5 h at 25 C. This was followed by the addition of 5-methylpyrimidine-2-carboxylic acid [Example 9, Step 1] (2 g, 14.5 mmol, 1.00 equiv). The resulting solution was stirred for 1 h at 65 C. The resulting mixture was concentrated under vacuum to remove methanol and SOCl2. The resulting solution was diluted with H2O (30 mL). The resulting solution was extracted with ethyl acetate (3×30 mL). The organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum to afford 2 g (90.7%) of methyl 5-methylpyrimidine-2-carboxylate as a yellow solid. LC-MS: m/z=153 [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,99420-75-4, its application will become more common.

Reference:
Patent; Auspex Pharmaceuticals, Inc.; ZHANG, Chengzhi; (94 pag.)US2018/79742; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 3438-55-9, 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 3438-55-9, name is 5-Bromo-4-chloro-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

5-Bromo-4-chloro-6-methylpyrimidine (65 mg, 0.31 mmcl), potassium trifluoro[4- (furo[3,2-c]pyridin-4-yloxy)-2-methylphenyl]borate (C44) (110 mg, 0.332 mmol), potassiumcarbonate (130 mg, 0.941 mmol), palladium(ll) acetate (0.40 mg, 0.0018 mmol) and dicyclohexyl(2,6-dimethoxybiphenyl-2-yl)phosphane (1 .20 mg, 0.0029 mmcl) were dissolved in nitrogen-purged ethanol, and the reaction mixture was heated to 85 00 for 66 hours. After cooling to room temperature, the reaction mixture was diluted with methanol and ethyl acetate, filtered through Celite, and concentrated under reduced pressure. Purification via silica gelchromatography (Gradient: 0% to 70% ethyl acetate in heptane) afforded the product as a colorless oil. Yield: 24 mg, 0.066 mmol, 21%. LCMS m/z 362.4 (M+H). 1H NMR (400 MHz, ODd3) oe 8.67 (s, 1H), 8.06 (d, J=5.9 Hz, 1H), 7.63 (d, J=2.0 Hz, 1H), 7.23 (d, J=5.9 Hz, 1H), 7.16-7.19 (m, 1H), 7.13 (dd, half of ABX pattern, J=8.2, 2.0 Hz, 1H), 7.09 (d, half of AB pattern, J=8.2 Hz, 1H), 6.80-6.84 (m, 1H), 4.32-4.52 (m, 2H), 2.25 (s, 3H), 2.06 (s, 3H), 1.28 (t, J=7.0Hz,3H).

According to the analysis of related databases, 3438-55-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; COE, Jotham, Wadsworth; ALLEN, John, Arthur; DAVOREN, Jennifer, Elizabeth; DOUNAY, Amy, Beth; EFREMOV, Ivan, Viktorovich; GRAY, David, Lawrence, Firman; GUILMETTE, Edward, Raymond; HARRIS, Anthony, Richard; HELAL, Christopher, John; HENDERSON, Jaclyn, Louise; MENTE, Scot, Richard; NASON, Deane, Milford, II; O’NEIL, Steven, Victor; SUBRAMANYAM, Chakrapani; XU, Wenjian; WO2014/72881; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 434941-55-6, 4-(4-Chlorophenyl)-2-(methylthio)pyrimidine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

Step 2: At 0C, mCPBA (70% w/w; 483 mg, 2.02 mmol, 2.2 eq) is added portionwise to intermediate 19 (217 mg, 0.92 mmol, 1.0 eq) in DCM (5 mL). The reaction is stirred at r.t. for 2 h and the solid is filtered and washed with DCM. The organics is washed with saturated aqueous solution of NaHC03 and dried over anhydrous Na2S04. The solvent evaporated under reduced pressure to afford intermediate 20. LC-MS conditions: LC-MS 5

The synthetic route of 434941-55-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; AISSAOUI, Hamed; BOSS, Christoph; CIANA, Claire-Lise; SIEGRIST, Romain; WO2014/72903; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 313339-35-4, 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. 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid. A new synthetic method of this compound is introduced below.

To a solution of 4,6-dichloro-2-methylsulfanylpyrimidine-5-carboxylic acid (5.5 mmol) indioxane (10 mL) are added diphenyl phosphoryl azide (6.6 mmol), triethylamine (6.6 mmol)and allyl alcohol (11 mmol) at room temperature under N2 atmosphere. After stirring at .100 C for 1 h, the reaction mixture is cooled to room temperature and diluted with AcOEt.The organic layer is washed twice with HaO and evaporated in vacua. The resulting residueis purified by silica gel column chromatography to give (4,6-dichloro-2-methylsulfanyl-pyrimidin-5-yl)carbamic acid allyl ester.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/18284; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 83942-10-3, 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 83942-10-3 as follows.

EXAMPLE 1 Synthesis of 5-Chloro-4-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamino}-6-methylpyrimidine (Compound No. 12) 1.6 g of 4,5-dichloro-6-methylpyrimidine was dissolved in 50 ml of toluene. 1.0 g of triethylamine and 2.2 g of 2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamine were added to the solution, and the reaction mixture was heated under reflux for 5 hours, whilst stirring. At the end of this time, the reaction mixture was washed with water and dried over anhydrous sodium sulfate. The toluene was removed by distillation under reduced pressure, and the oily product thus obtained was subjected to column chromatography (Wakogel C-200, eluted with a 2:1 by volume mixture of toluene and ethyl acetate) to isolate the product. The crystals thus obtained were recrystallized from hexane to afford 2.6 g of the title compound as colorless needles melting at 57-58 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,83942-10-3, its application will become more common.

Reference:
Patent; Sankyo Company Limited; UBE Industries Limited; US4845097; (1989); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 99420-75-4, 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 99420-75-4, name is 5-Methylpyrimidine-2-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 5-methylpyrimidine-2-carboxylic acid (1 g, 7.24 mmol) in DMF (72.4 mL) was added N,O-dimethylhydroxylamine hydrochloride (0.777 g, 7.96 mmol). The mixture was cooled to 0 C and 1 -propanephosphonic acid cyclic anhydride (50 wt. % solution in EtOAc, 9.21 mL, 14.48 mmol) was added droppwise. The mixture was then allowed to warm to RT overnight. LCMS indicated complete conversion to product. The mixture was then diluted with water, extracted with CHC13 :IPA (3:1) and washed with brine, and a saturated aqueous NaHCO3 solution. The mixture was then dried over Na2 SO4, concentrated in vacuo, and purified by silica gelchromato graph (0-100% Heptanes :EtOAc) providing N-methoxy-N,5-dimethylpyrimidine-2-carboxamide (0.7 g, 3.86 mmol, 53.4 % yield). 1H NMR (500 MHz, CDC13) oe 8.61 – 8.69 (m, 2 H) 3.61 – 3.79 (m, 3 H) 3.27 – 3.47 (m, 3 H) 2.34 – 2.45 (m, 3 H). LCMS-ESI (pos.) m/z: 182.2 (M+H)t

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 99420-75-4, 5-Methylpyrimidine-2-carboxylic acid.

Reference:
Patent; AMGEN INC.; BROWN, Matthew; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEUMANN, Lars V.; HOUZE, Jonathan; KAYSER, Frank; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; MEDINA, Julio C.; MIHALIC, Jeffrey T.; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; WANSKA, Malgorzata; YEH, Wen-Chen; (815 pag.)WO2018/97944; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 70227-50-8 ,Some common heterocyclic compound, 70227-50-8, molecular formula is C8H10ClN3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a solution of compound 270.1 (1 g, 4.6 mmol, WO2006065703) in MeOH (3 ml) was added triethylamine (1 ml, 2 eq) in a sealed tube and stirred at 80 C for 2 hr. After completion of the starting material (by TLC), the reaction mixture was cooled to room temperature and evaporated under reduced pressure. The crude material was diluted with water (15 ml) and extracted with EtOAc (2×15 ml). The combined organic layers was washed with brine solution and dried over Na2SO^ The solvent was evaporated under reduced pressure to afford compound 270.2 (700 mg, 71%) as yellowish oil. 1H-NMR (CDCl3, 200 MHz): delta 9.12 (s, 1H), 4.18 (s, 1H), 1.41 (s, 9H). LCMS m/z = 212 [M+l].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,70227-50-8, its application will become more common.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; CHUAQUI, Claudio; COSSROW, Jennifer; DOWLING, James; GUAN, Bing; HOEMANN, Michael; ISHCHENKO, Alexey; JONES, John, Howard; KABIGTING, Lori; KUMARAVEL, Gnanasambandam; PENG, Hairuo; POWELL, Noel; RAIMUNDO, Brian; TANAKA, Hiroko; VAN VLOTEN, Kurt; VESSELS, Jeffrey; XIN, Zhili; WO2010/78408; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia