Pyrimidines

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.1235450-86-8, name is 5-Bromo-2-ethylpyrimidine-4-carboxylic acid, molecular formula is C7H7BrN2O2, molecular weight is 231.05, as common compound, the synthetic route is as follows.Quality Control of 5-Bromo-2-ethylpyrimidine-4-carboxylic acid

A mixture of 5-Bromo-2-ethylpyrimidine-4-carboxylic acid (5.6 g, 24.3 mmol) in xylene (50 mL) was refluxed for 2 h. After cooling, the mixture was applied directly to a silica column, which was eluted with petroleum ether, then ethyl acetate in petroleum ether (5%) to give compound 0601-121 (1.7 g, 38%) as a yellow liquid. 1H NMR (400 MHz, DMSO-d6): 1.26 (t, J=7.6 Hz, 3H), 2.87 (q, J=7.6 Hz, 2H), 8.90 (s, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1235450-86-8, 5-Bromo-2-ethylpyrimidine-4-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Curis, Inc.; Bao, Rudi; Lai, Chengjung; Qian, Changgeng; US2013/102595; (2013); A1;,
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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.2380-63-4, name is 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C5H5N5, molecular weight is 135.1267, as common compound, the synthetic route is as follows.Computed Properties of C5H5N5

1H-pyrazolo [3,4-d] pyrimidin-4-amine (18.0 g, 130.54 mmol) was dissolved in DMF (150 mL),Then, N-iodosuccinimide (45g, 195.81mmol, Aldrich) was slowly added to the reaction solution, and the reaction was stirred at 80 C for 12 hours.Stop heating, cool, add water (200mL) to the reaction solution, suction filter,Washed with water (80 mL), washed with ethanol (60 mL), and dried to obtain 25.8 g of gray solid, yield: 75.7%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2380-63-4, 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Bing; Bai Shun; Yang Tiping; Zhou Youbo; Zhang Yingjun; Zheng Changchun; Luo Ming; Li Shixi; Peng Dahua; Wu Shuang; Xiong Jinfeng; (203 pag.)CN107344940; (2020); B;,
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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. 4595-59-9, name is 5-Bromopyrimidine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C4H3BrN2

General procedure: Nucleophile (1-3 mol equiv), tris-(dibenzylideneacetone)dipalladium (2.5 mol %), tris-(2-furyl)phosphine (10 mol %) and potassium carbonate (2 mol equiv) were added to a solution of the aryl halide (1 mmol) in dry dimethylformamide (10 mL) in a Schlenk tube. The reaction mixture was then degassed using the freeze, pump, thaw (F.P.T.) technique (one cycle). Allene gas was then introduced at the required pressure (1 atm) and the Schlenk tube contents stirred and heated at 80 C for 16 h. After cooling and venting, DCM (20 mL) was added and the mixture filtered to remove inorganic salts. The filtrate was concentrated in vacuo and the residue was purified by column chromatography.

The synthetic route of 4595-59-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Elboray, Elghareeb E.; Gao, Chuanjun; Grigg, Ronald; Tetrahedron; vol. 68; 14; (2012); p. 3103 – 3111;,
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Electric Literature of 13036-57-2, 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. 13036-57-2, name is 2-Chloro-4-methylpyrimidine, molecular formula is C5H5ClN2, 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.

General procedure: To a suspension of intermediate 15(1.04 g, 4.0 mmol) and 6-chloro-7H-purine (640.0 mg, 4.0 mmol) inEtOH (20.0 ml) Et3N (80.1 mg, 0.62 mmol) was added. The reactionmixture was heated to 90 C and stirred for 24 h. The resultingmixture was concentrated under reduced pressure and purified by column chromatography using a solvent gradient of 1-5% MeOH inDCM to give the compound 4k as a white solid. Yield: 970.0 mg,64.2%.

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 13036-57-2, 2-Chloro-4-methylpyrimidine.

Reference:
Article; Yu, Jiang; Zhou, Peiting; Hu, Mingxing; Yang, Liuqing; Yan, Guoyi; Xu, Ruixue; Deng, Yufang; Li, Xinghai; Chen, Yuanwei; European Journal of Medicinal Chemistry; vol. 182; (2019);,
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Adding a certain compound to certain chemical reactions, such as: 1316216-05-3, Ethyl 2-(diphenylamino)pyrimidine-5-carboxylate, 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 Ethyl 2-(diphenylamino)pyrimidine-5-carboxylate, blongs to pyrimidines compound. Application In Synthesis of Ethyl 2-(diphenylamino)pyrimidine-5-carboxylate

0128] 2N NaOH (200 mL) was added to a solution of intermediate 3 (3.0 g, 9.4 mmol) in EtOH (200 mL). The mixture was stirred at 60C for 30 min. After evaporation of the solvent, the solution was neutralized with 2N HCl to give a white precipitate. The suspension was extracted with EtOAc (2 x 200 mL) and the organic layer was separated, washed with water (2 x 100 mL), brine (2 x 100 mL) and dried over Na2SO4. Removal of solvent gave a brown solid (2.5 g, 92%).

The synthetic route of 1316216-05-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACETYLON PHARMACEUTICALS, INC.; Golonzhka, Olga; Jarpe, Matthew B.; (30 pag.)US2017/114023; (2017); A1;,
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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. 99979-77-8, name is 2-Chloro-5-methoxypyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Chloro-5-methoxypyrimidin-4-amine

Synthesis of 4-amino-2-chloropyrimidin-5-ol [0346] To a stirred solution of 2-chloro-5-methoxypyrimidin-4-amine (5 g, 31.44 mmol) in CH2CI2 (750 mL) under argon atmosphere at 0 °C was added BBr3 (45.5 mL, 471.69 mmol) drop-wise. The reaction was allowed to warm to RT and stirred for 32 h. After completion of the reaction (monitored by TLC), the reaction was quenched with methanol (22.5 mL) and stirred for lh. The suspension was filtered and the resultant solid dried in vacuo to afford 4-amino-2-chloropyrimidin-5-ol (4.5 g) as a brown solid and used without further purification. 1H-NMR (DMSO-< 5, 500 MHz): delta 10.04 (brs, 1H), 7.48 (s, 1H); LC- MS: 146.2 (M+l); (column; Eclipse XDB C-18 (150 4.6 mm, 5 mupiiota); RT 3.37 min. 0.05percent Aq TFA: ACN; 1.0 ml/min); TLC: 60percent EtOAc:hexanes (R/. 0.5). 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, 99979-77-8, 2-Chloro-5-methoxypyrimidin-4-amine. Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66697; (2015); A1;,
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Related Products of 504-17-6, 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 504-17-6, name is 4,6-Dihydroxy-2-mercaptopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of isatins or acenaphthoquinone (1 mmol), activated methylene reagents (1 mmol), 1,3-dicarbonyl compounds (1 mmol) and SBA-15-DABCO (0.085 g, 7 mol%) in water was stirred at 25 or 50 C. Upon compilation, monitored by TLC (n-hexane / ethyl acetate 2 / 1), the reaction mixture was allowed to cool to room temperature. The precipitate was filtered and dissolved in acetone. The catalyst was separated by filtration of this solution. The solution was concentrated under vaccum to afford the product, which was purified by recrystallization in the ethanol.

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 504-17-6, 4,6-Dihydroxy-2-mercaptopyrimidine.

Reference:
Article; Baharfar, Robabeh; Azimi, Razieh; Synthetic Communications; vol. 44; 1; (2014); p. 89 – 100;,
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Reference of 4595-60-2, 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.4595-60-2, name is 2-Bromopyrimidine, molecular formula is C4H3BrN2, molecular weight is 158.984, as common compound, the synthetic route is as follows.

In a 250 round bottom flask was placed butyl lithium (6.1 mL, 2.5 M in hexanes, 15.2 mmol) in THF at -78 C under Ar. To this was added 6 (2.0 g, 12.7 mmol), stirred for 15 min and added Zinc chloride (38.1 mL, 0.5 M in THF, 19.1 mmol). The mixture was warmed up to room temperature and stirred for 1 hr. To this was added 2-bromopyrimidine (2.4 g, 15.2 mmol) and Pd(PPh3J4 (293 mg, 0.252 mmol). The reaction was heated to reflux overnight, cooled to room temperature and filtered. The filtrate was partitioned between brine and ethyl acetate. The organic layer was dried over sodium sulfate and concentrated. The resulting mixture was purified by biotage column chromatography to afford 7AS (936 mg, 54.2%)

Statistics shows that 4595-60-2 is playing an increasingly important role. we look forward to future research findings about 2-Bromopyrimidine.

Reference:
Patent; SCHERING CORPORATION; WO2008/156739; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 4869-46-9, 1,3-Dimethyluracil-5-carboxaldehyde, 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, name: 1,3-Dimethyluracil-5-carboxaldehyde, blongs to pyrimidines compound. name: 1,3-Dimethyluracil-5-carboxaldehyde

General procedure: A mixture of amine 3 (0.1 g, 0.45 mmol) and 5-formyl-N,Ndimethyluracil(17, 0.15 g, 0.9 mmol) in C6H6 was refluxed. When the reaction was finished (TLC monitoring), the mixturewas evaporated. The residue was dissolved in MeOH (1 mL), cooled, treated with NaBH4 (0.22 g, 5.85 mmol), stirred ona magnetic stirrer for 1 h (TLC monitoring), and concentrated. The residue was dissolved in H2O and extracted with CHCl3(5 × 10 mL). The extracts were combined, dried over Na2SO4, and evaporated. The residue was chromatographed over SiO2(eluent EtOAc-hexane, 1:2) to afford 18 (0.1 g, 60%). Amorphous compound, [alpha]D20 -23.0 ( 1.04, CHCl3). Rf 0.5(CHCl3-MeOH, 95:5). C19H25N5O3. IR spectrum (film, nu, cm-1): 3325, 3053, 2935, 2841, 2780, 2740, 2711, 2283, 1701,1663, 1640, 1591, 1565, 1554, 1483, 1458, 1374, 1342, 1274, 1255, 1209, 1183, 1150, 1089, 1041, 1000, 970, 936, 800, 732,699. 1 NMR spectrum (CDCl3, delta, ppm, J/Hz): 1.74 (1H, dtd, J = 12.8, 3.3, 1.2, H-12anti), 1.84 (1H, dtt, J = 12.8, 3.4, 1.7,H-12syn), 2.14 (3H, s, H-1???), 2.22-2.25 (2H, m, H-4ex, H-2ex), 2.43 (1H, m, H-5), 2.84 (1H, ddt, J = 10.6, 3.4, 1.7, H-2en),2.90 (1H, m, H-1), 2.95 (1H, ddt, J = 11.0, 3.4, 1.7, H-4en), 3.36 (3H, s, H-7??), 3.37 (3H, s, H-8??), 3.95 (1H, ddd, J = 15.1, 6.8,1.2, H-6ex), 4.12 (2H, s, H-1?), 4.14 (1H, dt, J = 15.1, 1.2, 1.2, H-6en), 5.47 (1H, br.s, H-2?), 5.95 (1H, d, J = 7.4, H-11), 6.19(1H, d, J = 7.4, H-10), 7.15 (1H, s, H-6??). 13C NMR spectrum (CDCl3, delta, ppm): 26.0 (CH2, C-12), 27.8 (CH, C-5), 27.9 (CH3,C-8??), 34.5 (CH, C-1), 37.1 (CH3, C-7??), 40.0 (CH2, C-1?), 46.3 (CH3, C-1???), 50.2 (CH2, C-6), 62.0 (CH2, C-4), 63.0 (CH2,C-2), 105.3 (CH, C-11), 108.2 (CH, C-10), 110.0 (C, C-5??), 135.4 (C, C-9), 136.4 (C, C-11a), 139.6 (CH, C-6??), 151.7 (C,C-2??), 158.0 (C, C-8), 163.2 (C, C-4??). 15N NMR spectrum (CDCl3, delta, ppm): 29.9 (N-3), 53.3 (N-2?), 122.3 (N-1??), 154.9(N-3??), 168.9 (N-7).

The synthetic route of 4869-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tsypysheva; Petrova; Koval?skaya; Lobov; Maksimova; Zainullina; Vinogradova; Vakhitov; Vakhitova, Yu. V.; Galin; Chemistry of Natural Compounds; vol. 54; 5; (2018); p. 938 – 946; Khim. Prir. Soedin.; 5; (2018); p. 794 – 801,8;,
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Adding a certain compound to certain chemical reactions, such as: 5948-71-0, Ethyl 4-(4-chlorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate, 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, Computed Properties of C14H15ClN2O3, blongs to pyrimidines compound. Computed Properties of C14H15ClN2O3

3,4-Dihydropyrimidin-2(1H)-ones and iodine (1:1 mol) were taken in DMSO, and irradiated in microwave reactor at 120 C for 5 min. The completion of reaction was monitored by TLC (ethylacetate:hexane = 50:50). The brown-red colored reaction mixture was poured into saturated solution of sodium thiosulfate. The separated solid product was filtered, dried and recrystallized from methanol.

The synthetic route of 5948-71-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kodape, Manisha M.; Aswar, Anand S.; Gawhale, Nandkishor D.; Humne, Vivek T.; Mir, Bilal Ahmad; Chinese Chemical Letters; vol. 23; 12; (2012); p. 1339 – 1342;,
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