Day: September 26, 2021

Related Products of 504-17-6, 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. 504-17-6, name is 4,6-Dihydroxy-2-mercaptopyrimidine. A new synthetic method of this compound is introduced below.

General procedure: A solution of an aldehyde 1 (1.0 mmol), malononitrile or ethyl cyanoacetate 2 (1.0 mmol), barbituric or thiobarbituric acid 3(1.0 mmol) in 3 mL of tap water and in the presence of the nanocomposite (2 mg) was stirred at room temperature for appropriate time according to Table 1. After completion of the reaction, the catalyst was removed easily by an external magnet and the residual product was collected by filtration and washed with ethanol and recrystallized to yield pure products.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,504-17-6, 4,6-Dihydroxy-2-mercaptopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Maleki, Ali; Jafari, Abbas Ali; Yousefi, Somayeh; Carbohydrate Polymers; vol. 175; (2017); p. 409 – 416;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 90213-66-4, 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 90213-66-4 as follows.

To a solution of sodium hydride (480 mg, 12.00 mmol, 1.10 equiv, 60%) in tetrahydrofuran (50 mL), a solution of 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine (2 g, 10.64 mmol, 1.00 equiv) in tetrahydrofuran (50 mL) was slowly added. The resulting solution was stirred at 0 C. for 30 min followed by the addition of methyl iodide (1.66 g, 11.70 mmol, 1.10 equiv) at 0 C. The mixture was stirred at room temperature overnight. After completion, 20 mL of water was added to the mixture and the solution was extracted with ethyl acetate and washed with brine. The organic phase was dried over anhydrous sodium sulfate, filtered and then concentrated under vacuum. The residue was purified by silica gel column chromatography eluting with ethyl acetate/petroleum ether (1:5) to afford 2.1 g (98%) of 2,4-dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine as a white solid. LC-MS (ES, m/z): 202 [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,90213-66-4, its application will become more common.

Reference:
Patent; Genentech, Inc.; Blaquiere, Nicole; Castanedo, Georgette; Feng, Jianwen A.; Hu, Baihua; Staben, Steven; Yuen, Po-wai; Wu, Guosheng; Lin, Xingyu; Burch, Jason; US2015/57260; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 32779-37-6, 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 32779-37-6, name is 2,5-Dibromopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 1 5-Bromo-2-[4-(phenylmethoxy)phenyl]pyrimidine 104.25 g (0.438 mol) of 2,5-dibromopyrimidine, 100.00 g (0.438 mol) of 4-(phenylmethoxy)benzeneboronic acid, 4.75 g (0.00438 mol) of palladium (10%) on activated carbon, 4.50 g (0.01752 mol) of triphenylphosphine and 93.00 g (0.876 mol) of sodium carbonate are heated in 1000 ml of toluene, 500 ml of ethanol and 300 ml of water for 24 hours at 80 C. The palladium catalyst is subsequently separated off from the reaction mixture at 80 C. by filtration. The aqueous lower phase of the reaction mixture is separated off at 80 C., before the organic phase is freed of the solvents on a rotary evaporator and dried in a high vacuum. The crude product thus obtained is recrystallized from acetonitrile (3000 ml), giving 150.07 g (97% yield, based on 2,5-dibromopyridine) of 5-bromo-2-[4-(phenylmethoxy)phenyl]pyrimidine (purity according to HPLC: 98%).

According to the analysis of related databases, 32779-37-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoechst Aktiengesellschaft; US5550236; (1996); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1004-40-6, 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 1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 1-(5-methyl-1-phenyl-1H-pyrazol-4-yl)-3-phenylprop-2-en-1-one (1) (1 mmol) and 6-amino-2-thioxo-2,3-dihydropyrimidin-4(1H)-one (7) (0.143 g,1 mmol) in dioxane (15 mL) was added cellulose sulfuric acid (0.05 g). The mixture was refluxed for 8 h, then cooled to ambient temperature and cellulose sulfuric acid was filtered off. The filtrate was concentrated to dryness, and the crude solid product was crystallized from dioxane to afford the pure product 8.

According to the analysis of related databases, 1004-40-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gomha, Sobhi M.; Riyadh, Sayed M.; Journal of the Brazilian Chemical Society; vol. 26; 5; (2015); p. 916 – 923;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1753-50-0, 2-Chloropyrimidine-5-carbonitrile, 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

To a stirred solution of compound FF (0.5 g, 3.02 mmol) in ethanol (10 mL), 2-chloropyrimidine-5-carbonitrile (AF, 0.46 g, 3.32 mmol) and DIPEA (1.58 mL, 9.06 mmol) were added and the reaction mixture was heated to 90C for 14 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using 20% EtOAc/hexane to afford compound FG (0.7 g, 86%) as an off white solid. LC-MS: m/z 269.00 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1753-50-0, 2-Chloropyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; VPS-3, INC.; YATES, Christopher, M.; (397 pag.)WO2018/165520; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 2227-98-7, Adding some certain compound to certain chemical reactions, such as: 2227-98-7, name is 4-Aminopyrrolo[3,2-d]pyrimidine,molecular formula is C6H6N4, 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 2227-98-7.

Compound (XII) (457 mg, 3.10 mmol) is stirred in water/ethanol (4:1, 22.5 ml) and treated with9-deazaadenine (378 mg, 2.82 mmol) and formaldehyde solution (0.21 ml, 38 %). The mixtureis stirred at ambient temperature for 3 days. A solution of sulfuric acid (2.8 ml, 1M) is added.Ethanol (5 ml) is added. The mixture is cooled to 0 C and stirred for 15 minutes. The resultingslurry is filtered and the crystals dried to give 548mg tan solid. A portion of this solid (300 mg) isstirred in water (approximately 10 ml) with Amberlite FPA91-OH resin (approximately 2 g) for 30minutes. The resin is filtered and the solution evaporated to give 143 mg white solid ((3R,4S)-1-((4-amino-5H-pyrrolo[3,2-d]pyrimid in-7-yl)methyl)-4-(methylthiomethyl)pyrrolid in-3-ol which isused in the next steps).(3R,4S)-1-((4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl)-4-(methylthiomethyl)pyrrolidin-3-ol (50 mg, 0.17 mmol) is dissolved in water (1 .0 ml) and treated with sulfuric acid (0.17 ml, 1 M, 1.0 eq). IPA (0.4 ml) is added and the resulting solution stored at 4 C resulting in formation of an oil phase. The mixture is warmed to give a solution, treated with ethanol (approximately 0.2 ml) and stored at 4 C overnight resulting in precipitation of solids from solution. The solid is filtered on filter paper and dried under vacuum.

According to the analysis of related databases, 2227-98-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CALLAGHAN INNOVATION RESEARCH LIMITED; EVANS, Gary Brian; KELLY, Peter Michael; TYLER, Peter Charles; WO2014/73989; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 4359-87-9, 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. 4359-87-9, name is 2,4,6-Trichloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

Dissolve 0.G2 mole (4.53 gm) 2,4,6-Trichloro-5-Nitropyrimidine 31 in 40 ml THF keep at 10C under stirring. Dissolve 0.02 mole (3aR,4S,6R,6aS)-6-amino-2,2- dimethyltetrahydro-3aH-cyclopenta[d][l ,3]dioxol-4-ol 10 (3.46 gm) in 25 ml THF. Charge (3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta [d][l ,3]dioxol-4-ol solution dropwise in reaction mass. Stir for 3-4 hours. Check TLC and upon completion of reaction remove THF under vacuum, add water and extract with ethyl acetate. Concentrate ethyl acetate under vacuum to obtain oily liquid, 45, which can be taken directly to next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4359-87-9, 2,4,6-Trichloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ANLON CHEMICAL RESEARCH ORGANIZATION; RASADIA, Punitkumar Rameshbhai; RAMANI.Vaibhav Narendrakumar; PANDEY, Bipin; BHADANI, Vijay Nagjibhai; VACHHANI, Dipakkumar Dhanjibhai; SHAH, Anamik Kantilal; WO2015/162630; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3934-20-1, 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.3934-20-1, name is 2,4-Dichloropyrimidine, molecular formula is C4H2Cl2N2, molecular weight is 148.9781, as common compound, the synthetic route is as follows.

Compound a (5 g, 1.0 eq), b-1 (5 g, 0.9 eq),Aluminum trichloride (5g, 1.0eq) was added to the 100mL eggplant bottle.Reaction at 80 C, TLC detection reaction is complete,Then, ice water was added and stirred for 5 min, suction filtered, and the filter cake was rinsed with 50 mL of water.Intermediate c-1 was obtained by column chromatography, and the yield of 7 g was 75.3%.

The chemical industry reduces the impact on the environment during synthesis 3934-20-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Liaoning University; Chen Ye; Ding Shi; Liu Ju; Ji Jingchao; Hao Xuechen; Liu Yutong; Li Jie; Zhang Mingjuan; Gong Yilin; (29 pag.)CN110283162; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3073-77-6 , The common heterocyclic compound, 3073-77-6, name is 2-Amino-5-nitropyrimidine, molecular formula is C4H4N4O2, 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.

5-Nitropyrimidin-2-amine (1 eq), Boc2O (1.2 eq), 4-dimethylaminopyridine(0.2eq) were added to a flask under nitrogen atmosphere and dichloromethaneat room temperature. The mixture was stirred at room temperature overnight.Ethyl acetate was added and a precipitated formed was filtered and washedwith ethyl acetate to obtain the desired tert-butyl (5-nitropyridin-2-yl)carbamate.(Crude contains approximately 20% of tert-butyl (5-nitropyrimidin-2- yl)dicarbamate mixture. Was used in the next step without purification).HPLC-MS (method A): Rt= 2.83 mm, [M+H] m/z: 241.Yield: 78%.

The synthetic route of 3073-77-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MINORYX THERAPEUTICS S.L.; GARCIA COLLAZO, Ana Maria; MARTINELL PEDEMONTE, Marc; REVES VILAPLANA, Marc; LAVILLA GRIFOLS, Rodolfo; RODRIGUEZ PASCAU, Laura; CUBERO JORDA, Elena; (136 pag.)WO2016/120808; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
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.933702-55-7, name is 2-Chloropyrimidine-5-carbaldehyde, molecular formula is C5H3ClN2O, molecular weight is 142.5431, as common compound, the synthetic route is as follows.Formula: C5H3ClN2O

To a solution of 1.00 g (1.48 mmol) of (-)-4-(4,4-Difluorocyclohexyl)-3-{fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-2-(piperidin-4-yl)-5,6,7,8-tetrahydroquinoline, which was prepared by a method similar to that of Reference Example 10, in 5 ml of 1-methyl-2-pyrrolidone, 0.23 g (1.6 mmol) of 2-chloro-5-formyl pyrimidine and 265 mul (1.78 mmol) of diazabicycloundecene were added, and the reaction solution was stirred at room temperature for 1 hour. Then, 0.023 g (0.16 mmol) of 2-chloro-5-formyl pyrimidine was added thereto and the reaction solution was further stirred at room temperature for 0.58 hours. Furthermore, 0.023 g (0.16 mmol) of 2-chloro-5-formyl pyrimidine was added thereto and the reaction solution was stirred at room temperature for 1.5 hours. After completion of the reaction, the reaction solution was poured into saturated sodium hydrogencarbonate aqueous solution and extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride aqueous solution and dried with anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The obtained residue was subjected to silica gel column chromatography [n-hexane/ethyl acetate=40/10 (V/V)] and the fraction including the desired compound was concentrated under reduced pressure to provide 1.00 g of the title compound as a light yellow solid (yield: 87%). 1H-NMR spectrum (300 MHz, CDCl3) delta ppm: 9.71 (1H, s), 8.65 (2H, s), 7.63 (2H, d, J=8 Hz), 7.37 (2H, d, J=8 Hz), 7.25 (2H, d, J=9 Hz), 7.16 (1H, d, J=48 Hz), 6.87 (2H, d, J=9 Hz), 5.03-4.91 (1H, m), 4.83 (1H, t, J=5 Hz), 4.81 (1H, d, J=11 Hz), 4.77-4.67 (1H, m), 4.39 (1H, d, J=11 Hz), 3.79 (3H, s), 3.25-3.09 (1H, m), 2.92-2.74 (2H, m), 2.84 (1H, d, J=17 Hz), 2.65 (1H, d, J=17 Hz), 2.34-1.46 (14H, m), 1.19 (3H, s), 1.03 (3H, s), 0.79-0.68 (1H, m). Mass spectrum (EI, m/z): 780 [M+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,933702-55-7, 2-Chloropyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; UBE INDUSTRIES, LTD.; DAIICHI SANKYO COMPANY, LIMITED; Nakamura, Tsuyoshi; Namiki, Hidenori; Terasaka, Naoki; Shima, Akiko; Hagihara, Masahiko; Iwase, Noriaki; Takata, Katsunori; Kikuchi, Osamu; Tsuboike, Kazunari; Setoguchi, Hiroyuki; Yoneda, Kenji; Sunamoto, Hidetoshi; Ito, Koji; US2013/109653; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia