Pyrimidines

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. 113583-35-0, name is 2-Methanesulfonyl-4,6-dimethoxypyrimidine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Methanesulfonyl-4,6-dimethoxypyrimidine

Add (10mmol) salicylaldehyde, (10mmol) 4,6-dimethoxy-2-methylsulfonylpyrimidine, (20mmol) potassium carbonate powder, and 30ml DMF into a 100ml three-necked flask equipped with a reflux condenser. Gradually heat to 60C, stir the reaction for 1 to 3 hours, and track the reaction to the end by TLC.Stop the reaction, transfer the reaction system to 100ml of water while it is hot, and stir it fully to precipitate a white or light yellow solid, with a yield of 92%, mp 91-92C, without purification, and directly used in the next reaction.

The synthetic route of 113583-35-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xi’an Modern Chemical Institute; Wang Wei; Wang Lieping; Li Bingbo; Zhang Xiaoguang; Liu Kangyun; Ning Binke; Xue Chao; (10 pag.)CN111269223; (2020); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 105806-13-1, 4,6-Dichloro-5-fluoro-2-methylpyrimidine, 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

Part A: 4-Chloro-6-[(2R)-2,4-dimethyl-1-piperazinyl]-5-fluoro-2-methylpyrimidine. To a solution of (3R)-1 ,3-dimethylpiperazine dihydrochloride (Example 63) (5.88 g, 31.4 mmol) in dichloromethane (126 mL) was added N,N-diisopropylethylamine (18.1 1 mL, 104 mmol), and 4,6-dichloro-5-fluoro-2-methylpyrimidine (5.69 g, 31.4 mmol). The solution was heated at 35 0C and stirred for 3 days. The solution was cooled to room temperature, diluted with DCM (100 mL), and washed with sat. aq. NaHCOs (100 mL). The aqueous phase was extracted with a fresh portion of DCM (50 mL), and the combined organic phase was dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to give crude 4-chloro-6-[(2R)-2,4-dimethyl-1-piperazinyl]-5-fluoro-2- methylpyrimidine (9.60 g, >100 % yield) as a brown oil that was used without further purification. LCMS: (M+H)+: 258.9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,105806-13-1, 4,6-Dichloro-5-fluoro-2-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/61879; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 10132-07-7, 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 10132-07-7, name is 4-Amino-2,6-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 4b: Preparation of acetyl-N-(2.6-dichloropyrimidin-4-yl)hvdroxylamine (DCAP-Ac)2,6-Dichloropyrimidin-4-amine (DCAP, 20 g, 121.95 mmol) was suspended in acetic anhydride (400 mL, 4.27 mol, 35 molEq), and the suspension was heated to reflux. The obtained solution was stirred at reflux for 3.5 hours. The resulting reaction mixture was then cooled, concentrated to dryness in vacuo and the remaining acetic anhydride was removed by evaporation with toluene portions. The residue was dissolved in ethyl acetate (333 mL) and water (333 mL) and pH was adjusted to 7 by addition of 10% NaHC03. The organic layer was washed with saturated NaCl solution, and then evaporated to dryness. The residue was dissolved in acetic anhydride (cca 200 mL) and stirred at 0-5 C for 2 h. The precipitate that formed was filtered off and dried 5h / 40 C / 10 mbar.Yield: 18.34 (68%) of acetyl-N-(2,6-dichloropyrimidin-4-yl)hydroxylamine (DCAP-Ac). Purity (HPLC): 100 area %.

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 10132-07-7, 4-Amino-2,6-dichloropyrimidine.

Reference:
Patent; ASSIA CHEMICAL INDUSTRIEW LTD.; TEVA PHARMACEUTICALS USA, INC.; ?EPELJ MAJER, Maja; KRIZMANIC, Irena; ?EPAC, Dragan; WO2012/170647; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 130049-82-0, 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. 130049-82-0, name is 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one, molecular formula is C11H15ClN2O2, 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 the 250 ml three-necked bottle, add ethanol (100 mL) at room temperature.HW03602-4 (24.2 g, 46 mmol) and 6N HCl or trifluoroacetic acid (50 mL).Then, the reaction system was stirred at room temperature overnight.Depressurization gave a white solid HW03602-5 (~ 20 g, yield 100%).Used directly in the next step. Preparation of target compound HW03602: Steps 1-4 of Reference Example 1 To a 100 ml three-necked bottle at room temperature: methanol (50 mL), HW03602-5 (4.6 g,10.8 mmol), HW036-6 (2.62 g, 10.8 mmol) and N,N-diisopropylethylamine (4.2 g, 32.4 mmol). Then, will be the oppositeThe system should be heated to reflux and stirred overnight. The solvent was evaporated to dryness, and water (100 mL) was applied and ethyl acetate (3×100mL)The organic phase is extracted, washed with saturated brine, dried over anhydrous sodium sulfate, filtered, and evaporated to give a solid.Crystallization gave a white solid HW03602 (2.87 g, yield 42%).

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 130049-82-0, 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one.

Reference:
Patent; Shanghai Kezhen Pharmaceutical Technology Co., Ltd.; Dong Huanwen; Zhang Lurong; (55 pag.)CN109748914; (2019); A;,
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. 34289-60-6, name is 4,6-Dimethylpyrimidin-2-ol hydrochloride, the common compound, a new synthetic route is introduced below. Recommanded Product: 34289-60-6

General procedure: An equimolar mixture (0.0125 mol) of 2-hydroxypyrimidines 1-2 and a corresponding arylcarboxaldehyde in 80 ml of ethanol was stirred for about 15min and then treated with 2.5 mL of HCl (cc). The obtained reaction mixture was heated under reflux for 6 h togive the corresponding hydrochlorides as red solids, which were then neutralized by 10% aqueous-alcoholic solution of carbonate of potassium. The resulting products (yellow solids) were filtered off, washed by hotethanol and dried in the air.

The synthetic route of 34289-60-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Komissarova, Ekaterina A.; Sosnin, Evgenii; Shklyaeva, Elena V.; Osorgin, Irina V.; Abashev, Georgii G.; Arkivoc; vol. 2017; 3; (2017); p. 105 – 120;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]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, Application In Synthesis of 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, blongs to pyrimidines compound. Application In Synthesis of 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine

LDA (2 M in cyclohexane/ethylbenzene/THF; 32.04 mL, 64.09 mmol) was added dropwise to a stirred solution of intermediate 115 (19 g, 61.03 mmol) in THF (244 mL) at -78 C to -60 C under nitrogen atmosphere. The mixture was stirred at -60 C for 40 minutes. Then 7-chloro-5-methyl-[l,2,4]triazolo[l,5-a]pyrimidine (CAS: 24415-66-5; 10.29 g, 61.03 mmol) dissolved in the minimum amount of THF was added dropwise and the mixture was stirred at -60 C to -70 C for 1 h. The mixture was quenched with NH4CI (aq. sat. soltn.) and concentrated in vacuo. The residue was partitioned between EtOAc and water. The layers were separated and the aqueous layer was extracted with EtOAc (x 2). The combined organic layers were dried (MgS04), filtered and concentrated in vacuo yielding intermediate 116 (27 g, 99.7% yield) used as such in the subsequent reaction step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24415-66-5, 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres Avelino; ALCAZAR-VACA, Manuel Jesus; (192 pag.)WO2018/154133; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4595-59-9, 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 4595-59-9 as follows.

EXAMPLE 22A 5-Pyrimidin-5-yl-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic Acid Tert-Butyl Ester A mixture of the product of Example 6C (2.045 g, 9.63 mmol), 5-bromopyrimidine (1.84 g, 11.6 mmol), tris(dibenzylideneacetone)dipalladium (0) Pd2(dba)3, Strem, 0.265 g, 0.29 mmol), racemic-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP, Strem, 0.30 g, 0.48 mmol) and tert-BuONa (sodium tert-butoxide, 1.85 g, 19.3 mmol) in 75 mL PhCH3 was degassed three times with a N2 back-flush. The mixture was warmed to 85 C., stirred for 48 h then was cooled, filtered and concentrated under reduced pressure. Purification by column chromatography (SiO2, 50% hexanes-EtOAc) gave 2.68 g of the title compound (9.23 mmol, 95% yield). MS (DCI/NH3) m/z 291 (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,4595-59-9, its application will become more common.

Reference:
Patent; Basha, Anwer; Bunnelle, William H.; Dart, Michael J.; Gallagher, Megan E.; Ji, Jianguo; Li, Tao; Pace, Jennifer M.; Ryther, Keith B.; Tietje, Karin R.; US2005/65178; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4994-86-9 ,Some common heterocyclic compound, 4994-86-9, molecular formula is C5H5ClN2, 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.

In a microwave tube 4-chloro-2-methylpyrimidine (50 mg, 0.3 89 mmol), 6- bromo-3-fluoro-2-methylpyridine (73.9 mg, 0.389 mmol), 1,1,1,2,2,2- hexamethyldistannane (127 mg, 0.389 mmol) and Pd(Ph3P)4 (22.47 mg, 0.019 mmol)were taken in DMF (4 mL). The reaction mixture was purged with nitrogen and heated at 160 C under microwave for 1 h. The reaction mixture was concentrated, diluted with brine and ethyl acetate. The organic layer was separated, dried over Na2SO4, filtered, and concentrated which afforded brownish oil. The crude product was purified by silica gel chromatography (20-40% ethyl acetate-hexane) to afford 4-(5-fluoro-6-methylpyridin-2-yl)-2-methylpyrimidine (72 mg, 0.354 mmol, 91% yield). LCMS (ESI) m/e 204.5 [(M+H), calcd for C11H11FN3 204.11; LC/MS retention time (method B): tR = 0.75 mm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4994-86-9, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (318 pag.)WO2017/59080; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 3993-78-0, name is 2-Amino-4-chloropyrimidine, molecular formula is C4H4ClN3, 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. SDS of cas: 3993-78-0

THF (20 mL) was added to a mixture of 4-chloro-2-aminopyrimidine (500 mg, 3.87 mmol) and N-Boc piperazine (7.21 g, 38.7 mmol). The reaction was stirred at 70 C. overnight. After cooling, the solvent was removed in vacuo and the remaining residue purified by silica gel chromatography (1:1 petroleum ether:ethyl acetate) to give tert-butyl 4-(2-aminopyrimidin-4-yl)piperazine-1-carboxylate (650 mg, 2.33 mmol, 60% yield). MS (ESI) calcd for C13H21N5O2: 279.2.

With the rapid development of chemical substances, we look forward to future research findings about 3993-78-0.

Reference:
Patent; BLUM, Charles A.; Caldwell, Richard Dana; Casaubon, Rebecca; Disch, Jeremy S.; Fox, Ryan Michael; Koppetsch, Karsten; Miller, William Henry; NG, Pui Yee; Oalmann, Christopher; Perni, Robert B.; Szczepankiewicz, Bruce G.; White, Brian; US2015/152108; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 131860-97-4, 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. 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate. A new synthetic method of this compound is introduced below.

Methyl (£)-2-{2-[6-chloropyiimidin-4-yloxy]phenyl}-3-methoxyacrylate (E) (3g of 95.4% strength) was charged to the reaction tube followed by the solvent (10 ml) then 2- cyanophenol (1.2g), base (1.5 mol equivalents) and the compound being tested as a catalyst (15 mol%). The reaction mixtures were held, with stirring, at 400C for 4hrs, then at 6O0C for 2 hrs. The reaction was monitored for formation of product, throughout the hold period, by Gas Chromatography. Results are recorded as area % levels of methyl (£)-2-{2-[6- chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (II) and methyl (E)-2-{2-[6-(2- cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (I) in the reaction mixture.The following systems were tested:TABLE l The results are shown in Table 2 below:TABLE 2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,131860-97-4, its application will become more common.

Reference:
Patent; SYNGENTA LIMITED; WO2008/43977; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia