Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 335654-06-3, 2-Chloro-7H-pyrrolo[2,3-d]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, Formula: C6H4ClN3, blongs to pyrimidines compound. Formula: C6H4ClN3

To a stirred solution of 2-chloro-7H-pyrrolo[2,3-d]pyrimidine (20 g, 130 mmol) in DMF (300 mL) was added NBS (27.8 g, 156 mmol) at 0 oC under nitrogen atmosphere. The resulting solution was stirred for 2 h at room temperature. The resulting solution was poured into ice/water (1000 mL). Solid was precipitated and filtered. The filter cake was dried in a vacuum oven at room temperature to afford 5-bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine (30 g, 99%) as a white solid. 1H NMR (400 MHz, DMSO-d6) d 12.79 (br s, 1H), 8.86 (s, 1H), 7.90 (d, J = 2.5 Hz, 1H). LC/MS (ESI, m/z): [(M + 1)]+ = 231.95, 233.90, 235.95

At the same time, in my other blogs, there are other synthetic methods of this type of compound,335654-06-3, 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; KYMERA THERAPEUTICS, INC.; JI, Nan; MAINOLFI, Nello; WEISS, Matthew; (977 pag.)WO2020/10210; (2020); A1;,
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Electric Literature of 43212-41-5 ,Some common heterocyclic compound, 43212-41-5, molecular formula is C5H4Cl2N2O, 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.

A mixture of 2,4-dichloro-6-methoxypyrimidine (560mg, 3.1mmol), S-2-[3-(pyrimidin-2-yl)isoxazol-5-yl]pyrrolidine (680mg, 3.1mmol) and DIPEA (1.1ml, 6.3mmol) in 2-propanol (25ml) was heated at 120C for 18 hours. The volatiles were removed by evaporation and the residue purified by column chromatography on silica gel eluting with EPO EtOAc/hex (45:55) to give S-4-chloro-6-methoxy-2-{2-[3-(pyrimidin-2-yl)isoxazol-5- yl]pyrrolidin-l-yl}rhoyrimidine (600mg, 53%); m/z 359 [MH]+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 43212-41-5, 2,4-Dichloro-6-methoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/31745; (2007); A1;,
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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. 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., Quality Control of (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate

A solution of the above (E) -2- [2- (6-chloropyrimidin-4-yloxy) phenyl] -3-methoxypropenoate in toluene Poured into 500mL three-necked reaction flask, 15.0 g (95%, 0 · 12 mol) of salicylonitrile was added, 10.7 g of sodium carbonate (99% (L) was stirred, heated to 90-95 C for 5 h, and the HPLC analysis showed that (Epsilon) -2- [2- (6-chloropyrimidin-4-yloxy) phenyl] -3 The reaction mixture was cooled to room temperature, filtered and the solid was washed twice with 50 mL of toluene. The filtrate and the washing solution were combined. The toluene was recovered by distillation under reduced pressure, 70 mL of methanol was added, stirred and cooled to 5-KTC , Crystallization, filtration, filter cake with 20mL methanol washing twice, drying, weight 36.7g, content 98.2%, yield 89.4%.

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, 131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate.

Reference:
Patent; Chongqing Ziguang International Chemical Co., Ltd.; Ding Yongliang; Liu Jia; Zhang Fei; You Huan; Wu Chuanlong; Jin Haiqin; Zheng Daomin; Yao Rujie; (15 pag.)CN104230822; (2017); B;,
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Application of 4983-28-2, 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. 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine, molecular formula is C4H3ClN2O, 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.

A suspension of tert-butyl 4-(((trifluoromethylsulfonyl)oxy)piperidine-1-carboxylate (6.2 g, 21.1 mmol), 2-chloropyrimidin-5-ol (2.5 g, 19.2 mmol) and potassium carbonate ( 13.3 g, 96 mmol) in dimethylsulfoxide (100 mL) was stirred at llOoC for 16 hours. The reaction mixture was cooled to room temperature and dimethylsulfoxide was distilled off under reduced pressure. The residue was then treated with water (50 mL) and precipitate was formed, filtered off and purified by column chromatography eluting with hexanes: ethyl acetate mixture (3:2) by volume to afford the title compound (2.0 g, 31.7 %) as a white crystalline powder:

According to the analysis of related databases, 4983-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Peu Lama Na Perm Syutikeolseu In Keu .; Man Su-reu-ta-rek-su-ha-il; Cha Pi-beu-mi-ka-il; Yu Din-mi-ka-il; Ge Jen-cheu-be-i-yu-ri; Ni Ki-tin-al-rek-san-deu-reu; (190 pag.)KR2019/15535; (2019); A;,
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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. 28485-17-8, name is 5-Carbethoxyuracil. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 5-Carbethoxyuracil

A dry reaction flask equipped with a stirring bar and a reflux condenser was charged with 5-ethoxycarbonyluracil (1.84 g, 10 mmol), POCl3 (10 mL) and N,N-dimethylaniline (1 mL) and heated at 90 C. for 2 h. The excess POCl3 was removed under a reduced pressure and quenched with ice-water (100 g). The aqueous solution was extracted with ethyl ether (3×100 mL), washed with saturated aqueous NaHCO3 solution and water (100 mL, each). After drying over sodium sulfate, the ethyl ether was removed and the residue was dried under a high vacuum to afford 2,4-dichloro-5-ethoxycarbonylpyrimidine. 1H NMR (CDCl3): delta 9.00 (s, 1H), 4.45 (q, 2H, J=6.9 Hz), 1.42 (t, 3H, J=6.9 Hz).

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, 28485-17-8, 5-Carbethoxyuracil.

Reference:
Patent; RIGEL PHARMACEUTICALS, INC.; Singh, Rajinder; Argade, Ankush; Payan, Donald; Molineaux, Susan; Holland, Sacha; Clough, Jeffrey; Keim, Holger; Bhamidipati, Somasekhar; Sylvain, Catherine; Li, Hui; Rossi, Alexander; US2015/266828; (2015); A1;,
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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 13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

A mixture of 2-chloro-4,6-dimethoxypyrimidine (87 mg, 0.50 mmol, 1 equiv), 2- napthylboronic acid (95 mg, 0.55 mmol, 1.1 equiv), THF (150 tL) were stirred into slurry. Then K3P045H20 (0.33 g, 1.1 mmol, 2.2 equiv) was added followed by a THF stock solution of 3 andPAd3 (10 pL, 0.025 pmo1 of Pd/PAd3). The reaction vial was capped then taken outside the glove box to an oil bath preset at 100 C for 5 h. The reaction mixture was diluted with ethyl acetate then extracted with water. The combine organic layers were evaporated and the crude product was purified by flash chromatography. After drying, 106 mg (80 %) of 10 was obtained as a white solid.?H NMR (501 MHz, CDC13) 6 8.99- 8.92 (m, 1H), 8.22 (ddt, J- 7.0, 2.7, 1.4 Hz, 1H), 7.97(ddt, J 23.5, 8.1, 1.4 Hz, 2H), 7.64-7.51 (m, 3H), 6.14 -6.09 (m, 1H), 4.11 -4.06 (m, 6H).13C{1H}{?H} NMR (126 MHz, CDC13) 6 171.3, 165.7, 135.5, 134.2, 131.1, 130.6, 129.4, 128.5,126.5, 126.3, 125.7, 125.1, 88.0, 54.2.HRMS (ESI) m/z calculated for C16H,4N202 (M+1) 267.1128, found 267.1123.

With the rapid development of chemical substances, we look forward to future research findings about 13223-25-1.

Reference:
Patent; THE TRUSTEES OF PRINCETON UNIVERSITY; CARROW, Brad P.; CHEN, Liye; (51 pag.)WO2017/75581; (2017); A1;,
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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. 1514-96-1, name is 4-Chloro-2-(trifluoromethyl)pyrimidine, the common compound, a new synthetic route is introduced below. Product Details of 1514-96-1

To a solution of 4-aminophenol (1.64 g, 15 mmol) in DMF (40 mL) was added potassium tert-butoxide (1.69 g, 15 mmol) and the resulting mixture was stirred at room temp for 15 min. 4-chloro-2-(trifluoiOmethyl)pyrirnidine in DMF (10 mL) was then added and the resulting mixture was stirred at room temp for 16 h. Water was then added and the mixture was extracted with ethyl acetate, dried over anhydrous sodium sulfate and concentrated in vacuo. The crude was purified using Biotage flash 4OM (2: 1, Hexane, Ethyl acetate) to afford 4-{[2-(trifluoromethyl)pyrimidin-4-yl]oxy}aniline (2.2 g, 63%). 1H NMR (DMSO-J6) delta 8.78 (d, IH), 7.16 (d, IH), 6.90 (d, 2H), 6.60 (d, 2H), 5.17 (brs, 2H); MS ES 256 (M+H)+, calcd 256, RT = 2.42 min.

The synthetic route of 1514-96-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/99231; (2006); A1;,
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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. 776-53-4, name is Ethyl 4-amino-2-(methylthio)pyrimidin-5-carboxylate, molecular formula is C8H11N3O2S, 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. Recommanded Product: 776-53-4

The mixture of ethyl 4-chloro-2-methylthio-5 -pyrimidine carboxylate (20.0 mmol), Et3N (10 ml), and 50% aq NH3. H20 (8 ml) in THF (100 mL) was stirred at room temperature for 4 h. After evaporation of the resulting residue,the mixture was diluted with H20 and extracted with EtOAc. After evaporation, get the crude amino substituted pyrimidine. To this crude amino substituted pyrimidine in THF (100 mL) was added dropwise LiA1H4 (11.0 mmol) in 30 ml Et20 at 0C. After stirring at room temperature for 8 h, H20 (3.0 mL), 2N NaOH (10 mL), and H20 (3.0 mL) were added sequentially. The crude product waspurified by column chromatography to afford intermediate alcohol 1 (73 % yield for steps).

With the rapid development of chemical substances, we look forward to future research findings about 776-53-4.

Reference:
Patent; THE SCRIPPS RESEARCH INSTITUTE; FENG, Yangbo; LOGRASSO, Philip; ZHENG, Ke; PARK, Chul Min; WO2015/84936; (2015); A1;,
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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. 14080-23-0, name is 2-Cyanopyrimidine, molecular formula is C5H3N3, 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. Safety of 2-Cyanopyrimidine

Reference Example 2-1 To a mixed solution of 25 g of 2-pyrimidinecarbonitrile in 100 mL of acetic acid and 100 mL of ethyl acetate, 1 g of 10% palladium/carbon was added, and the mixture was stirred for 14 hours at room temperature in a hydrogen atmosphere at ambient pressure. The palladium/carbon was removed from the reaction mixture by filtration through Celite, and an operation of adding toluene to a residue obtained by distilling off the solvent, and concentrating the mixture, was repeated four times. MeCN was added to the obtained residue to solidify the residue, and the solids were collected by filtration, to obtain 15.7 g of 1-pyrimidin-2-ylmethylamine acetate as a colorless solid.1-Pyrimidin-2-ylmethylamine acetateNMR-DMSOd6:1.88 (3H, s), 3.91 (2H, brs), 4.1-5.3 (3H, m), 7.38 (1H, t, J=4.9 Hz), 8.78 (2H, d, J=4.9 Hz) EI: 109

With the rapid development of chemical substances, we look forward to future research findings about 14080-23-0.

Reference:
Patent; ASTELLAS PHARMA INC.; US2010/256152; (2010); A1;,
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Related Products of 22536-61-4, 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. 22536-61-4, name is 2-Chloro-5-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.

The compound (600 mg, 1.08 mmol) obtained in Example 52-2), 2-chloro-5-methylpyrimidine (155 mg, 1.19 mmol), tris(dibenzylideneacetone)dipalladium (50 mg, 0.05 mmol), tricyclohexylphosphine (36 mg, 0.13 mmol), and tripotassium phosphate (400 mg, 1.84 mmol) were dissolved in a mixed solvent of 1,4-dioxane (3 mL) and water (1.5 mL), and the mixture was stirred at 140C for 2 h under microwave irradiation. The reaction mixture was cooled to room temperature, then diluted with methylene chloride (100 mL), and separated into organic and aqueous layers by the addition of saturated aqueous sodium hydrogencarbonate (30 mL). The organic layer was washed with saturated sodium chloride solution and then dried with anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the obtained residue was purified by silica gel column chromatography (elution solvent: methanol/ethyl acetate = 0% to 20%) to obtain the title compound (348 mg, 62%) in a light yellow solid form. 1H-NMR (400 MHz, CDCl3) delta: 0.05 (3H, s), 0.07 (3H, s), 0.91 (9H, s), 1.19 (3H, s), 1.46-1.53 (2H, m), 1.61-1.68 (2H, m), 2.34 (3H, s), 2.50 (1H, ddd, J = 15.6, 7.8, 2.3 Hz), 2.63 (1H, ddd, J = 15.7, 7.7, 2.2 Hz), 3.40 (2H, s), 3.52 (2H, dd, J = 15.8, 10.0 Hz), 4.06 (1H, ddd, J = 14.5, 7.8, 2.3 Hz), 4.31 (1H, ddd, J = 14.5, 7.8, 2.3 Hz), 7.17 (2H, d, J = 8.6 Hz), 8.32 (2H, d, J = 8.6 Hz), 8.62 (2H, d, J = 0.8 Hz)

According to the analysis of related databases, 22536-61-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Daiichi Sankyo Company, Limited; MORI, Makoto; FUJII, Kunihiko; INUI, Masaharu; BABA, Takayuki; ONISHI, Yukari; AOYAGI, Atsushi; EP2700643; (2014); A1;,
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