Tag: M.W:100-200

A common compound: 698-29-3, name is 4-Amino-2-methylpyrimidine-5-carbonitrile,molecular formula is C6H6N4, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 698-29-3

(0273) To a solution of the compound of Reference Example 22 (50.0 g, 373 mmol) in formic acid (150 mL) were added water (65 mL) and Raney nickel (50 g). The mixture was heated under reflux for 15 minutes, cooled to room temperature, and filtrated through Celite, and then 28% ammonia water (220 mL) was added thereto under ice cooling. The mixture was stirred under ice cooling for 1 hour, and the precipitate was collected by filtration. The filter cake was washed with water (30 mL) and chloroform (30 mL¡Á2), and dried in vacuo. Furthermore, the filtrate was extracted with chloroform (200 mL) nine times, and the combined organic layer was concentrated. The resulting concentrated residue and the above-obtained filter cake were mixed, chloroform (70 mL) was added thereto, the mixture was stirred at room temperature for 30 minutes, hexane (210 mL) was added dropwise thereto over 10 minutes, and the mixture was stirred at room temperature for additional 1 hour. The precipitate was collected by filtration, washed with hexane/chloroform (3/1, 28 mL), and dried in vacuo to give the title compound (42.6 g, 83%). 1H-NMR (400 MHz, CDCl3) delta: 2.57 (3H, s), 5.98 (1H, brs), 8.15 (1H, brs), 8.57 (1H, s), 9.86 (1H, s).

With the rapid development of chemical substances, we look forward to future research findings about 698-29-3.

Reference:
Patent; Sumitomo Dainippon Pharma Co., Ltd.; YOSHINAGA, Hidefumi; URUNO, Yoshiharu; NAGATA, Hidetaka; HASHIMOTO, Masakazu; KATO, Taro; (43 pag.)US2016/122319; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 4595-59-9, name is 5-Bromopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. 4595-59-9

General procedure: To the catalyst (1.0 mol%) dissolved in 1 ml DMAc, aryl bromide (1.0 mmol), phenyl boronic acid (1.5 mmol) in 1 ml ethanol, K2CO3 (2.0 mmol) in 1 ml water and DMAc (5 ml) were all added. The mixture was heated at 100 C for 12 h. Then, the mixture was cooled, water was added and the product was extracted with ethylacetate. The organic layer was washed with brine, dried over Na2SO4, filtered, passed through celite, and analyzed by GC. Yields were based on corresponding aryl bromides.

Statistics shows that 4595-59-9 is playing an increasingly important role. we look forward to future research findings about 5-Bromopyrimidine.

Reference:
Article; Muthu Tamizh, Manoharan; Cooper, Benjamin F.T.; MacDonald, Charles L.B.; Karvembu, Ramasamy; Inorganica Chimica Acta; vol. 394; (2013); p. 391 – 400;,
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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. 1193-24-4, name is 4,6-Dihydroxypyrimidine. A new synthetic method of this compound is introduced below., 1193-24-4

EXAMPLE 12 4,6-Dihydroxypyrimidine (0.5 g, 4.46 mmol) was suspended in chlorobenzene (10 ml) and dichlorotriphenylphosphorane (1.44 g, 4.46 mmol; previously prepared by the reaction of triphenylphosphine oxide with phosgene) was added as a solid. The mixture was stirred at 80 C. to 90 C. under a nitrogen atmosphere. Analysis by thin layer chromatography (tlc) of a sample removed after 90 minutes showed some 4,6-dichloropyrimidine formation. However, quite a lot of 4,6-dihydroxypyrimidine remained out of solution. Another quantity of dichlorotriphenylphosphorane (1.44 g, 4.46 mmol) was added and stirring continued for a further hour at 110 C. A cloudy yellow solution was obtained with a solid residue. Analysis by tlc confirmed the formation of 4,6-dichloropyrimidine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1193-24-4, 4,6-Dihydroxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Zeneca Limited; US6160117; (2000); A;,
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Pyrimidine – Wikipedia

5750-76-5, 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.5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, molecular weight is 183.4231, as common compound, the synthetic route is as follows.

Intermediate 13: 2,5-Dichloro-4-methylpyrimidine.To a solution of 2 ,4,5-trichloropyrimidine (2.52 g, 13.74 mmol) in THF/NMP (86 mL/6 mL) was added Fe(acac)3 (485 mg, 1 .37) and the mixture was cooled to 0 C. 3.0 M MeMgBr in Et2O (6.87 mL, 20.61 mmol) was added dropwise. After 30 min at 0 C, the reaction was complete and quenched with saturated aqueous NH CI solution. Et2O was added and the layers were separated and the aqueous layer was further extracted with several portions of Et2O. The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo. Chromatography (Hex to 10% EtOAc/Hex) gave the desired product as a white solid (1 .45 g, 65%). 1 H NMR (500 MHz, CDCI3): 8.47 (s, 1 H), 2.61 (s, 3H).

Statistics shows that 5750-76-5 is playing an increasingly important role. we look forward to future research findings about 2,4,5-Trichloropyrimidine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50202; (2011); A1;,
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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.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.3934-20-1

General procedure: To a solution of absolute ethanol (5 mL) and dichlorodiazine (3.36 mmol) in a 50mL round-bottom flaskwas added triethylamine (5.03 mmol), followed by the amine (5.03 mmol). The mixture was stirred either under reflux of ethanol (for dichloropyridazine and for dichloropyrazine) or at room temperature (for dichloropyrimidines). The reaction was monitored by GC. Once the starting dichlorodiazinewas completely consumed, the mixture was poured into a saturated NH4Cl solution (20 mL), then extracted with CH2Cl2 (320 mL). The combined organic layers were dried over Na2SO4, filtered, and evaporated under vacuum. The crude solid was triturated in petroleum ether, filtered through a Buchner to afford the pure product.

Statistics shows that 3934-20-1 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloropyrimidine.

Reference:
Article; Sengmany, Stephane; Lebre, Julie; Le Gall, Ewan; Leonel, Eric; Tetrahedron; vol. 71; 29; (2015); p. 4859 – 4867;,
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Pyrimidine – Wikipedia

1193-24-4 ,Some common heterocyclic compound, 1193-24-4, molecular formula is C4H4N2O2, 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.

Example 7 (for comparison) 460 g of phosphorus oxychloride and 62 g of N,N-dimethylaniline were mixed and 116 g of 4,6-dihydroxypyrimidine (98% pure) were metered into the mixture with a screw at 100 C. in the course of 5 hours. Thereafter, the reaction mixture was subsequently stirred at 106 to 128 C. for 8 hours. It was diluted with 300 g of chlorobenzene and discharged onto 1.2 kg of ice. The organic phase was separated off, washed twice with 100 ml of water each time and then subjected to fractional distillation. 85.7 g of 4,6-dichloropyrimidine (=58% of theory) are thus obtained.

According to the analysis of related databases, 1193-24-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bayer Aktiengesellschaft; US5719285; (1998); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 1004-40-6

Step two, the above 2-mercapto-4-amino-6-hydroxypyridine was added to aqueous ammonia, 2-mercapto-4-amino-6-hydroxypyridine and the mass ratio of 1:15 ammonia, the ammonia concentration was 25 %, and then adding the active nickel and titanium oxide, 2-mercapto-4-amino-6-hydroxypyridine, activated nickel, titanium dioxide molar ratio of these three is 1: 4: 1.5, was heated to 90 deg.] C, refluxed for 5 hours, then take advantage of The active nickel and titanium dioxide were removed by hot filtration, cooled to room temperature, and a solid precipitated. The solid was washed with 30 ml of water and dried at 40 C to give 4-amino-6-hydroxypyrimidine in a yield of 98.4%

Statistics shows that 1004-40-6 is playing an increasingly important role. we look forward to future research findings about 6-Amino-4-hydroxy-2-mercaptopyrimidine.

Reference:
Patent; Shanghai Titan Technology Co., Ltd; Xie, Yingbo; Zhang, Qing; Zhang, Hua; Xu, Xiaobing; Luo, Guiyun; (7 pag.)CN105218554; (2016); A;,
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156-81-0, 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 156-81-0, name is Pyrimidine-2,4-diamine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 2-bromo-1-(5-bromo-2,4-dimethoxyphenyl)ethanone 7 (62 mg, 0.0.21 mmol) and pyrimidine-2,4-diamine 164a (20 mg, 0.18 mmol) in acetone (5 ml) was heated to reflux for 3h. The reaction mixture was cooled to room temperature: the white precipitate was filtered and washed with acetone. The precipitate was suspended in aqueous ammonia (10 mL) and stirred for 30 mins. The precipitate was filtered, washed with water. The solid was converted to HCl salt by treating it to dilute HCl. The precipitate obtained dried under reduced pressure to yield 2-(5-bromo-2,4-dimethoxyphenyl)imidazo[l,2-a]pyrimidin-7-amine hydrochloride 164a (18 mg, 44%) as an off-white solid. 1H NMR (300 MHz, DMSO-ifc): delta 8.54- 8.52(d, ./ 7.6 Hz, 1H), 8.22 (br s, 2H), 8.11 (s, 1H), 8,07 (s, 1H), 6.92(s, 3H), 6,71-6.68(d, J= 7,6 Hz, 1H), 4.03 (s, 3H), 3 ,97 (s, 3H). HPLC (Method 3} 97.8% (AUC), = 16.84 min; APCI MS m/z 351 [M +2+ i l l .

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 156-81-0, Pyrimidine-2,4-diamine.

Reference:
Patent; ONCOTHERAPY SCIENCE, INC.; MATSUO, Yo; HISADA, Shoji; NAKAMURA, Yusuke; CHAKRABARTI, Anjan; RAWAT, Manish; RAI, Sanjay; SATYANARAYANA, Arvapalli, Venkata; DUAN, Zhiyong; TALUKDAR, Arindam; RAVULA, Srinivas; DECORNEZ, Helene; (491 pag.)WO2017/58503; (2017); A1;,
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Pyrimidine – Wikipedia

A common compound: 1820-81-1, name is 5-Chlorouracil,molecular formula is C4H3ClN2O2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 1820-81-1

Method 5 2,4,5-Trichloropyrimidine 5-Chlorouracil (10.0 g, 68.5 mmol) was dissolved in phosphorus oxychloride (60 ml) and phosphorus pentachloride (16.0 g, 77.0 mmol) was added. The mixture was heated under reflux for 16 hours, left to cool and then poured slowly into water (200 ml) with vigorous stirring. The mixture was stirred for 1.5 hours and then ethyl acetate (250 ml) was added. The organic layer was separated and the aqueous layer was extracted with a further portion of ethyl acetate (250 ml). The combined extracts were washed with saturated sodium bicarbonate (200 ml) and saturated sodium chloride solution (200 ml), and then dried. Volatile material was removed by evaporation and the residue was purified by column chromatography, eluding with DCM, to give the product as a yellow liquid (6.37 g, 51%). NMR (CDCl3): 8.62 (s, 1H); MS (MH+): 182, 184, 186.

With the rapid development of chemical substances, we look forward to future research findings about 1820-81-1.

Reference:
Patent; Pease, Elizabeth Janet; Breault, Gloria Anne; Bradbury, Robert Hugh; US2003/114473; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

4595-59-9, 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. 4595-59-9, name is 5-Bromopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: K3PO4 (531 mg, 2.5 mmol) was added to a solution of 5-bromopyrimidine (1) (159 mg, 1.0 mmol), 2-thienylboronic acid(2) [3-thienylboronic acid (3), benzo[b]thien-2-ylboronic acid (4) orbenzo[b]thien-3-ylboronic acid (5)] (1.5 mmol) and trans-bis(dicyclohexylamine)palladium(II) acetate (29 mg, 0.05 mmol) in EtOH(10 mL). The resulting suspension was stirred at ambient temperaturefor 24 h. EtOH was evaporated under reduced pressure andthe residue was suspended in CH2Cl2 (20 mL) and filtered frominorganic salts. After that solvent was distilled off under reducedpressure, and the residue was purified by flash column chromatographyon silica gel (hexane/ethyl acetate, 1:3) to afford thedesired cross-coupling products (6, 7, 8 or 9).

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 4595-59-9, 5-Bromopyrimidine.

Reference:
Article; Verbitskiy, Egor V.; Cheprakova, Ekaterina M.; Slepukhin, Pavel A.; Kravchenko, Marionella A.; Skornyakov, Sergey N.; Rusinov, Gennady L.; Chupakhin, Oleg N.; Charushin, Valery N.; European Journal of Medicinal Chemistry; vol. 97; (2015); p. 225 – 234;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia