Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 5413-85-4, 5-Amino-4,6-dichloropyrimidine, 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, 5413-85-4, blongs to pyrimidines compound. Recommanded Product: 5413-85-4

General procedure: A solution of 5-amino-4,6-dichloropyrimidine (5, 1.0 mmol),triethylamine (1.0 mmol), ethanol (4.3 mL), and the appropriateamine (2.5 mmol) was heated in a steel vial for the time specifiedfor each compound. After the removal of volatiles in vacuo, thecrude was purified as described for each compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5413-85-4, its application will become more common.

Reference:
Article; Lambertucci, Catia; Marucci, Gabriella; Dal Ben, Diego; Buccioni, Michela; Spinaci, Andrea; Kachler, Sonja; Klotz, Karl-Norbert; Volpini, Rosaria; European Journal of Medicinal Chemistry; vol. 151; (2018); p. 199 – 213;,
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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 62802-42-0, name is 2-Chloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 2-Chloro-5-fluoropyrimidine

Intermediate 115-Fluoropyrimidine-2-carbonitrile; A 10 ml microwave vial was charged with 2-chloro-5-fluoropyrimidine (2.0 g, 15.09 mmol), Pd2(dba)3 (0.549 g, 0.6 mmol), dppf (0.67 g, 1.21 mmol), zinc cyanide (1.15 g, 9.81 mmol), and zinc dust (0.237 mg, 3.62 mmol). The flask was evacuated and backfilled with N2, and anhydrous DMAc. The vial was mounted onto a Personal Chemistry microwave reactor and heated at 100 ºC for 10 hours. The reaction mixture was diluted with EtOAc and then washed with brine three times. The organic layer was obtained and evaporated to dryness. The dried residue was purified by silica gel chromatography (By ISCO Combiflash with gradient EtOAc and hexanes) to afford the title compound as a creamy solid (1.50 g, 80%). GC-MS: 123 (M); 1H NMR (CDCl3) delta 8.80 (s, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 62802-42-0.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/135785; (2008); A1;,
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Electric Literature of 6693-08-9, Adding some certain compound to certain chemical reactions, such as: 6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine,molecular formula is C4Cl3FN2, 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 6693-08-9.

1 1(S)-5-Fluoro-W4-(1 -(5-fluoropyridin-2-yl)ethyl)-yV2-(2-methoxypyridin-3-yl)-6- morpholinopyrimidine-2,4-diamine a) 4-(2,6-Dichloro-5-fluoropyrimidin-4-yl)morpholineA solution of morpholine (1 .5 mL, 17.05 mmol) in ethanol (25 mL) was added to a cooled (-20 C) solution of 2,4,6-trichloro-5-fluoropyrimidine (3.00 g, 14.93 mmol) in ethanol (150 mL) and the resulting mixture was stirred at -20 C for 30 minutes and at ambient temperature for 3 hours. The solvent was evaporated under reduced pressure and the residue was partitioned between water and methylene chloride. The organic layer was separated, dried and the solvent evaporated under reduced pressure. The resulting white solid was triturated with ethanol, then filtered and dried to give the title compound (2.0 g, 53%).LRMS (m/z): 252/254 (M+1 )+.1H-NMR delta (CDCIs): 3.77-3.80 (m, 4H), 3.82-3.85 (m, 4H).

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. 6693-08-9, 2,4,6-Trichloro-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; BACH TANA, Jordi; PAGES SANTACANA, Lluis Miquel; WO2013/17461; (2013); 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 374930-88-8, name is tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C13H19BrN4O2

To a stirred solution of tert-butyl-4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate (15.0 g, 43.7 mmol) in 1,4-dioxane (50 mL), HCI in dioxane (150 mL, 10V, 4N) was added at 0 C and stirred at rt for 4 h. The resulting white precipitate was filtered and was washed with Et2O (25 mL), EtOAc (2 x 20 mL) to afford the title product. Yield: 98.2% (12.0 g, off white solid). 1H NMR (400 MHz, DMSO-d6): delta 9.40 (br s, 2H), 8.54 (s, 2H), 3.93 (t, J = 4.8 Hz, 4H), 3.13 (br s, 4H). LCMS: (Method A) 244.9 (M -35), Rt. 1.71 min, 99.8 % (Max).

With the rapid development of chemical substances, we look forward to future research findings about 374930-88-8.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut Gajendra; (247 pag.)WO2017/144639; (2017); 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. 39551-54-7, name is 2,4-Dichloropyrido[3,2-d]pyrimidine, molecular formula is C7H3Cl2N3, 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. Formula: C7H3Cl2N3

A mixture of 2,4-dichloropyrido[3,2-d]pyrimidine (150 mg, 749.91 mupiiotaomicron, 1 eq), 4,5,6,7- tetrahydro-lH-indol-5-amine (113.48 mg, 749.91 muiotaetaomicron, 1 eq) and DIEA (387.68 mg, 3.00 mmol, 522.48 mu., 4 eq) in z-PrOH (10 mL) was stirred at 55 C for 2 h. The reaction mixture was concentrated to yield the residue which was purified on silica gel column chromatography (from PE/EtOAc = 3/1 to 1/1, TLC: PE/EtOAc = 1/1, Rf = 0.50) to yield 2-chloro-N-(4,5,6,7-tetrahydro- lH-indol-5-yl)pyrido[3,2-d]pyrimidin-4-amine (120 mg, 397.52 muiotaetaomicron, 53.0% yield, 99.3% purity) as a yellow solid. 1H MR (400 MHz, CDCb) S ppm 8.64 (dd, J= 1.5, 4.3 Hz, 1H), 8.01 (dd, J = 1.5, 8.5 Hz, 1H), 7.85 (s, 1H), 7.64 (dd, J= 4.3, 8.3 Hz, 1H), 7.44 (d, J= 8.5 Hz, 1H), 6.70 (t, J = 2.6 Hz, 1H), 6.04 (t, J= 2.6 Hz, 1H), 4.80-4.70 (m, 1H), 3.10 (dd, J= 5.3, 15.3 Hz, 1H), 2.99-2.45 (m, 3H), 2.24-2.08 (m, 2H); ES-LCMS m/z 300.1 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 39551-54-7.

Reference:
Patent; KYN THERAPEUTICS; CASTRO, Alfredo C.; EVANS, Catherine Anne; (632 pag.)WO2018/195397; (2018); A2;,
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Adding a certain compound to certain chemical reactions, such as: 1032452-86-0, 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole, 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 C13H10ClN3, blongs to pyrimidines compound. Computed Properties of C13H10ClN3

60 g (246 mmol) of Intermediate 2 was dissolved in 500 mL of 1,4-dioxane, and 45.8 g (246 mmol) of 4-fluoro-2-methoxy-5-nitroaniline was sequentially added to the above mixed solution. 50.8 g (295 mmol) of p-toluenesulfonic acid, heated to 85 C and stirred for 3 h. After completion of the reaction, the mixture was cooled to room temperature, and 10 mL of dilute aqueous ammonia was added to the reaction mixture to quench the reaction. The mixed solution was added dropwise to 500 mL of water, stirred at room temperature for 3 hours, filtered, and the filter cake was dried to give 93.6 g of pale yellow-green solid.The yield is 96.7%.

The synthetic route of 1032452-86-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangxi Science and Technology Normal University; Zhu Wufu; Zheng Pengwu; Zhao Bingbing; Xu Shan; Xiao Zhen; Hu Xiaohan; Zhou Zhihui; He Jie; Lai Luogen; Yang Qi; Tian Fajuan; (31 pag.)CN109280048; (2019); A;,
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Reference of 63558-65-6, 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. 63558-65-6, name is 4-Chloro-5-iodopyrimidine, molecular formula is C4H2ClIN2, 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.

EXAMPLE 5 Preparation of 4-chloro-5-phenylethynylpyrimidine A mixture of 2.1 g of 4-chloro-5-iodopyrimidine, 10 mL of triethylamine, 1.2 mL phenylacetylene, 80 mg copper iodide and 160 mg of dichlorobis(triphenylphosphine was stirred at room temperature for 18 hours. The mixture was diluted with dichloromethane and evaporated in vacuo. The residue was redissolved in a few mL of dichloromethane, 10 mL of triethylamine added and the mixture heated at reflux for one hour. The heterogeneous mixture was evaporated in vacuo and the residue obtained was partitioned between water and dichloromethane. A gelatinous precipitate which formed on shaking the two layers was filtered off, enabling separation of the two layers. The organic extracts were dried over sodium sulfate, filtrated and evaporated in vacuo to yield 2.5 g of a dark brown syrup. The syrup was purified by column chromatography on silica gel, twice, eluding with hexanes, 1:1 hexanes/dichloromethane, dichloromethane and finally ethyl acetate. Like fractions from dichloromethane elution were pooled, obtaining 350 mg of the product, 5-phenylethynyl-4-chloropyrimidine as an oil which solidified to white rosettes.

According to the analysis of related databases, 63558-65-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beauchamp, Lilia M.; Krenitsky, Thomas A.; Kelley, James L.; US2004/87789; (2004); A1;,
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Reference of 1558-17-4, 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.1558-17-4, name is 4,6-Dimethylpyrimidine, molecular formula is C6H8N2, molecular weight is 108.14, as common compound, the synthetic route is as follows.

General procedure: Preparation of 1a’-3f’ and 1g-5g. A mixture of pyrimidines (2.00 mmol) and benzaldehydes (4.00 mmol) in 5 N NaOH solution (20 mL) containing tetrabutylammonium hydrogen sulfate (0.10 g, 0.29 mmol) was refluxed. After cooling, the precipitates were filtered off. The products were purified by recrystallization from EtOAc. Otherwise, the mixture was extracted with CH2Cl2. Then, the organic layer was dried over MgSO4 and concentrated in vacuo. The residue was purified by flash column chromatography to give the products.

Statistics shows that 1558-17-4 is playing an increasingly important role. we look forward to future research findings about 4,6-Dimethylpyrimidine.

Reference:
Article; Lee, Yun Suk; Kim, Hye Yun; Kim, Youngsoo; Seo, Jae Hong; Roh, Eun Joo; Han, Hogyu; Shin, Kye Jung; Bioorganic and Medicinal Chemistry; vol. 20; 16; (2012); p. 4921 – 4935;,
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Synthetic Route of 65269-18-3, 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 65269-18-3 as follows.

Example 15 9-[2-Chloro-5-(2,3-difluoro-6-methoxybenzyloxy)-4-methoxyphenyl]-2-methoxy-7,9-dihydro-8H-purin-8-one A mixture of ethyl 4-chloro-2-methoxypyrimidine-5-carboxylate (0.22 g), 2-chloro-5-(2,3-difluoro-6-methoxybenzyloxy)-4-methoxyaniline hydrochloride (0.4 g) and N,N-diisopropylethylamine (0.37 mL) in acetonitrile (3 mL) was heated at reflux for 1.5 hours. The reaction mixture was poured into water. To the mixture was added ethyl acetate, and the insoluble material was collected by filtration. The collected solids were washed with water and ethyl acetate, and dried under reduced pressure to give ethyl 4-[2-chloro-5-(2,3-difluoro-6-methoxybenzyloxy)-4-methoxyphenylamino]-2-methoxypyrimidine-5-carboxylate (91 mg). To this material were added methanol (2 mL) and 1 mol/L aqueous sodium hydroxide solution (0.9 mL), and the mixture was stirred at 50C for 1 hour. To the mixture was added tetrahydrofuran (1 mL), and the mixture was stirred at 50C for 1 hour. The reaction mixture was cooled to room temperature. To the mixture was added 1 mol/L hydrochloric acid (1.0 mL), and the mixture was stirred for 30 minutes. The precipitated crystals were collected by filtration. The collected crystals were washed with water and diethyl ether, and dried under reduced pressure to give 4-[2-chloro-5-(2,3-difluoro-6-methoxybenzyloxy)-4-methoxy-phenylamino]-2-methoxypyrimidine-5-carboxylic acid (57 mg). To this material were added 1,4-dioxane (1 mL), triethylamine (0.049 mL) and diphenylphosphoryl azide (0.026 mL), and the mixture was stirred at room temperature for 1 hour, and then heated at reflux for 2 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate = 1/1 – 1/5). The product was suspended in a mixed solvent (n-hexane/ethyl acetate = 1/1), and collected by filtration. The collected material was washed with the same solvent, and dried under reduced pressure to give the title compound (20 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65269-18-3, its application will become more common.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP2143724; (2010); 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. 5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, 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: 5750-76-5

To a degassed solution of 2,4,5-trichloropyrimidine (15.0 g, 81.8 mmol) in PEG 300 (91 mL) at room temperature under nitrogen atmosphere was added triethylamine (12.0 mL, 85.8 mmol), butyl vinyl ether (13.5 mL, 98.1 mmol) and palladium acetate (0.73 g, 3.3 mmol). The reaction mixture was stirred for 1.5 h at 80 C under nitrogen atmosphere. The reaction was cooled to room temperature, Et20 (250 mL) was added, and the layers were separated. The dark glycol layer was extracted with Et20 (4 x 90 mL). The combined Et20 layers were washed with water (4 x 90 mL), then dried over MgS04, filtered and concentrated to yield an orange oil. The residue was purified by Si02 chromatography (Hex/ Et20 0 to 30% gradient) and afforded the title compound as an orange oil (10.70 g, 43.2 mmol, 53%).

With the rapid development of chemical substances, we look forward to future research findings about 5750-76-5.

Reference:
Patent; SYROS PHARMACEUTICALS, INC.; SPROTT, Kevin; MARINEAU, Jason, J.; SCHMIDT, Darby; BRADLEY, Michael; CIBLAT, Stephane; SIDDIQUI, M., Arshad; KABRO, Anzhelika; LEBLANC, Melissa; LEGER, Serge; ROY, Stephanie; WINTER, Dana, K.; MILLER, Tom; RIPKA, Amy; LI, Dansu; WO2015/154039; (2015); A2;,
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