Pyrimidines

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. 1558-17-4, name is 4,6-Dimethylpyrimidine. A new synthetic method of this compound is introduced below., Safety of 4,6-Dimethylpyrimidine

Dimethyl pyrimidine-4,6-dicalpharboxylalphate (llalpha)To a heated solution (75C) of 4,6-dimethylpyrimidine (846 mg, 8.00 mmol) and NaOH (211 mg, 5.28 mmol) in water (3 mL) was added a solution OfKMnO4 (5.28 g in 25 mL water) overl5 min. The resulting mixture was stirred at 80C for 3 hrs. The hot solution was filtered hot and manganese dioxide washed with hot water (8 mL). The filtrate and washings were concentrated to 5 mL and acidified with cone. HCl to pH 2-3. After cooling, the precipitation was collected, yielding 591 mg of crude pyridine-4,6-dicarboxylic acid. The diacid was then dissolved in MeOH (15 mL) and cone. H2SO4 (1.5 mL) was added dropwise carefully. The mixture was refluxed for 24 hrs, cooled to room temperature and concentrated in vacuo. The resultant oily residue was neutralised with sat. NaHCO3 and extracted with EtOAc (3 x 30 mL). The combined organic extracts were washed with H2O (50 mL) and brine (5OmL), dried over Na2SO4, filtered and concentrated. The product was then purified by column chromatography (petroleum ether 40-60 : EtOAc 5 : 5 to 3 :7) yielding 311 mg (20%) of 11 a as a white solid.

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, 1558-17-4, 4,6-Dimethylpyrimidine.

Reference:
Patent; ISIS INNOVATION LIMITED; SCHOFIELD, Christopher, Joseph; MCDONOUGH, Michael; ROSE, Nathan; THALHAMMER, Armin; WO2010/43866; (2010); A2;,
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Reference of 20781-06-0, 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 20781-06-0, name is 2,4-Diaminopyrimidine-5-carboxaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

1mmol 2,4-diamino-5-pyrimidinecarbaldehyde with1.1mmol benzoyl hydrazide is dissolved in 25ml ethanol solvent,Add 0.15 mmol of trifluoroacetic acid,Heat and stir the reaction for 6-8h,TLC monitors the progress of the reaction,Add 50ml of water after the reaction is completed.Stirring solids precipitated,Filtering,Drying gave a yellow solid.Yield 79%, m.p. 250-252 C;

According to the analysis of related databases, 20781-06-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Central China Normal University; He Hongwu; Zhou Yuan; (70 pag.)CN109503496; (2019); A;,
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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. 356058-42-9, name is 2-(2-((4-Fluorobenzyl)thio)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-1-yl)acetic acid. A new synthetic method of this compound is introduced below., Computed Properties of C16H15FN2O3S

Amine 8 (1 eq, 52 mg) and acid 12′ (1 eq, 50 mg) were dissolved in DMF (1 mL) then stirred with DIPEA (2 eq, 52 mu) for 10 min at rt. The reaction was then cooled with an ice bath to 0C and COMU (1 eq, 64 mg) was added. The mixture was stirred at 0C for lh then the bath was removed and the reaction was allowed to reach rt and continued for 5h. The compound was extracted using EtOAc three times (5 mL x 3). The combined organic layers were then washed several times with saturated NaHC03 until washing solution was colourless. The resulting organic solution was dried, filtered and evaporated. The product was then purified using column chromatography on silica gel DCM/MeOH (90/10) (Rf = 0.2) as a pale yellow solid (65 mg, 65%). 1H NMR (600 MHz, CDC13) Mix of rotamers ratio (1/1) delta 7.69 (d, J = 7.9 Hz, 2H), 7.62 (d, J = 7.9 Hz, 1H), 7.56 (d, J = 6.7 Hz, 1H), 7.46 (m, 2H), 7.37-7.26 (m, 4H), 6.96 (t, J = 7.4 Hz, 1H), 6.89 (t, J = 7.4 Hz, 1H), 4.95 (s, 1H), 4.69 (m, 3H), 4.50 (s, 1H), 4.40 (s, 1H), 3.64 (m, 1H), 3.30 (m, 1H), 2.88 (m, 1H), 2.81 (t, J = 6.7 Hz, 1H), 2.76 (t, J = 6.7 Hz, 4H), 2.59 (t, J = 7.1Hz, 2H), 2.51 (q, J = 7.0 Hz, 2H), 2.11 (quint, J = 7.4 Hz, 1H), 2.05 (quint, J = 7.4 Hz, 1H), 1.10 (t, J = 7.1Hz, 3H), 0.98 (t, J = 7.1Hz, 3H). 13C-NMR (CDC13, 150 MHz) Mix of rotamers delta: 167.5, 166.5, 162.2 (d, JCF = 240 Hz), 161.4, 161.3, 156.8, 156.5, 144.1, 143.6, 139.8, 139.3, 136.8, 135.4, 131.5 (d, JCF = 3 Hz), 131.2 (d, JCF = 9 Hz), 131.1 (d, JCF = 3 Hz), 129.8 (m), 128.8, 128.0 (m), 127.7 (m), 127.4, 127.3, 127.2, 125.9 (m), 124.4 (m), 121.3, 121.2, 115.7 (d, JCF = 23 Hz), 115.6 (d, JCF = 23 Hz), 51.4, 50.4, 50.3, 50.1, 49.2, 47.8, 47.3, 46.1, 36.6, 36.5, 32.1, 32.0, 28.5, 28.4, 20.9, 20.8, 11.8;

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, 356058-42-9, 2-(2-((4-Fluorobenzyl)thio)-4-oxo-4,5,6,7-tetrahydro-1H-cyclopenta[d]pyrimidin-1-yl)acetic acid.

Reference:
Patent; INSERM (INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE); UNIVERSITE DE LA REUNION; MEILHAC, Olivier; JESTIN, Emmanuelle; GUIBBAL, Florian; BENARD, Sebastien; (80 pag.)WO2019/63634; (2019); 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. 5767-35-1, name is 4-Chloro-6-hydrazinopyrimidine, molecular formula is C4H5ClN4, 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. COA of Formula: C4H5ClN4

General procedure: To s stirred suspension of the specific 1-(6-chloropyrimidin-4-yl)hydrazine (2) (3.0 mmol) inEtOH (20 mL) was added dropwise an appropriate aldehyde (3.6 mmol, 1.2 equiv) at r. t. over0.5-1 h. The progress of the reaction was monitored by TLC. After completion of the reaction, thesolvent was removed under reduced pressure to afford the crude product. Purification by flashcolumn on silica gel furnished the corresponding pure hydrazone 3.

With the rapid development of chemical substances, we look forward to future research findings about 5767-35-1.

Reference:
Article; Tang, Caifei; Wang, Chao; Li, Zhiming; Wang, Quanrui; Synthesis; vol. 46; 20; (2014); p. 2734 – 2746;,
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Application of 105806-13-1, 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.105806-13-1, name is 4,6-Dichloro-5-fluoro-2-methylpyrimidine, molecular formula is C5H3Cl2FN2, molecular weight is 181, as common compound, the synthetic route is as follows.

(Step d) Preparation of 2-Methyl-4-hydroxy-5-fluoro-6-chloropyrimidine To a mixture of water (3 mL) and concentrated sulfuric acid (7 mL) was added 1.81 g (10 mmol) of 2-methyl-4,6-dichloro-5-fluoropyrimidine. The reaction mixture was stirred for 3 hours and then poured onto ice. The mixture was saturated with sodium chloride and extracted with ethyl acetate. The organic extracts were combined, dried (MgSO4), filtered, and concentrated in vacuo to give crude product (1.4 g, 86%), m.p. 214-216 C. This product was used in subsequent reactions without further purification. 1 H NMR (60 MHz, CDCl3) delta 2.42 (s, 3H); IR (Nujol) 1650, 1585, 1450 cm-1.

The chemical industry reduces the impact on the environment during synthesis 105806-13-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; American Home Products Corporation; US4617393; (1986); A;,
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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. 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine, the common compound, a new synthetic route is introduced below. COA of Formula: C5H5ClN2S

Example 14: Synthesis of 6-(2-Chloro-phenoxy)-3-thiophen-2-yl-lH-pyrazolo[3,4-d]- pyrimidine; Step 1. Preparation of4-Chloro-2-methanesulfonyl-pyrimidine; 4-Chloro-2-methanesulfanyl-pyrimidine (15.0 g, 98.38 mmol) was dissolved in 220 mL MeOH and cooled to 00C. OXONE (potassium peroxymonosulfate, 97 g) dissolved in 350 mL was added, and the reaction mixture was stirred at 00C for two hours. Approximately 2/5 of the volume of the reaction mixture was then removed under reduced pressure, and 10% aqueous sodium bicarbonate was carefully added. The mixture was partitioned with 300 mL EtOAc and the organic phase was separated. The aqueous phase was washed twice with 200 mL of EtOAc, and the combined organic layers were washed with brine, dried over MgSO4, filtered, and evaporated under reduced pressure to yield 15.23 g of crude 4- chloro-2-methanesulfonyl-pyrimidine. Mass Spec. M+H = 193.

The synthetic route of 49844-90-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2007/23105; (2007); 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. 874-14-6, name is 1,3-Dimethyluracil. This compound has unique chemical properties. The synthetic route is as follows. Safety of 1,3-Dimethyluracil

To a solution of sodium ethoxide in ethanol (0.49 M, 100 mL)3,5-Diamino-1 -hydro-pyrazole-4-carboxylic acid ethyl ester (2.08 g, 0.012 mol)1,3-dimethyluracil (1.7 g, 0.012 mol),The reaction was stirred at 90 C overnight.The resulting reaction mixture was cooled to room temperature and filtered to give the title compound as a pink solid (2.1 g, 79%).

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, 874-14-6, 1,3-Dimethyluracil.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; (88 pag.)CN104650092; (2017); B;,
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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 3993-78-0, name is 2-Amino-4-chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

General procedure: To a round-bottom flask was charged with the correspondingaromatic halogen (1.0 equiv), the corresponding boronic acid(1.05-1.25 equiv), Pd(dppf)Cl2 (0.05 equiv) and base Na2CO3 (2.0equiv) under nitrogen atmosphere, then 1,4-dioxane (14 mL) andwater (2 mL) were added and the vessel was immediately sealed tightly. The resulting mixture was heated at 95 C for a period time (usually 2-6 h) until the completion of the reaction as monitoredby TLC. The cooled mixture was diluted with water and exhaustively extracted with ethyl acetate (30 mL 3). The organic phase was washed by brine, dried over anhydrous Na2SO4, and evaporated under reduced pressure. The residue was purified by chromatography on silica gel using ethyl acetate/petroleum ether as the eluent to afford the products.

With the rapid development of chemical substances, we look forward to future research findings about 3993-78-0.

Reference:
Article; Chen, Yadong; Dong, Ruinan; Duan, Chunqi; Huang, Jianhang; Jiang, Fei; Li, Hongmei; Li, Shuwen; Liu, Chenhe; Lu, Tao; Tang, Weifang; Wang, Xinren; Xu, Junyu; Zhang, Tianyi; Zhang, Yanmin; Zhu, Gaoyuan; Zhu, Yuqin; European Journal of Medicinal Chemistry; vol. 200; (2020);,
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Synthetic Route of 26830-94-4, 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.26830-94-4, name is 2,6-Dichloropyrimidine-4-carbonyl chloride, molecular formula is C5HCl3N2O, molecular weight is 211.4332, as common compound, the synthetic route is as follows.

10304] To a solution of Compound 2 (26.13 g, 123.6 mmol) in Et20 (500 mL) was added a mixture of 0.5M NH3 in dioxane (250 mL, 125 mmol) and DIPEA (22 mL, 126 mmol) dropwise over 50 mi Afier stirring at RT overnight the reaction mixture was concentrated in vacuo to give a residue that was purified by flash chromatography (5i02, 10-50% EtOAc/hexanes). The product obtained was triturated with 10 mL 10% EtOAc/hexanes and filtered to give Compound 3 as an orange crystalline solid (9.743 g). Yield 41%. ?H NMR (400MHz, DMSO-d5): oe 8.40 (brs, iH), 8.i6 (br s, iH), 8.10 (s, iH). LC/MS: mlz=192 [M+H] (Calc: 191).

Statistics shows that 26830-94-4 is playing an increasingly important role. we look forward to future research findings about 2,6-Dichloropyrimidine-4-carbonyl chloride.

Reference:
Patent; Purdue Pharma L.P.; Lynch, Stephen M.; Yao, Jiangchao; Park, Jae Hyun; Tafesse, Laykea; US2015/284383; (2015); A1;,
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Application of 22536-61-4, 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.22536-61-4, name is 2-Chloro-5-methylpyrimidine, molecular formula is C5H5ClN2, molecular weight is 128.56, as common compound, the synthetic route is as follows.

[0613] Synthesis of methyl 5-methylpyrimidine-2-carboxylate: Me [0614] To a stirred solution of 2-chloro-5-methylpyrimidine (200 mg, 1.55 mmol) in MeOH: CH3CN (4: 1, 10 mL) under argon atmosphere were added Pd(dppf)Cl2 (227 mg, 0.31 mmol) and triethyl amine (0.45 mL, 3.11 mmol) at RT; heated to 100 C and stirred for 16 h in steel bomb under CO pressure. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was filtered through celite and the filtrate was concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 60% EtOAc/ Hexanes to afford 5-methylpyrimidine-2-carboxylate (146 mg, 62%) as brick red solid. [0615] 1H-NMR (CDCls, 400 MHz): delta 8.74 (s, 2H), 4.08 (s, 3H), 2.42 (s, 3H); LC-MS: 81.73%; 153 (M++l); (column: X Bridge C-18, 50 3.0 mm, 3.5 mupiiota); RT 2.10 min. 0.05% Aq TFA: ACN; 0.8 mL/min); TLC: 70% EtOAc/ Hexanes (R 0.2)

Statistics shows that 22536-61-4 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-methylpyrimidine.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
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