Category: pyrimidines

Reference of 392326-81-7 ,Some common heterocyclic compound, 392326-81-7, molecular formula is C10H8BrN3, 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.

Compound 8a (12.5 g, 50.0 mmol), 2-bromo-2-phenylacetophenone (16.5 g, 60.0 mmol), NaHCO3(5.04g, 60.0mmol) were dissolved in isopropanol (100 mL), refluxed and Stir for 12h.The isopropanol was removed by rotary evaporation in vacuo, and then dichloromethane (60 mL) and water (30 mL) were added to the solid residue.After the organic phase was separated, it was washed twice with saturated saline.The solvent was removed by vacuum rotary evaporation, and the residue was purified by silica gel chromatography to obtain solid compound 8b (13.2 g, 31.0 mmol) in a yield of 62%.

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. 392326-81-7, 4-(4-Bromophenyl)pyrimidin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shenzhen Huaxing Optoelectric Semiconductor Display Co., Ltd.; Wang Shipan; (37 pag.)CN110357882; (2019); A;,
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Application of 43024-61-9, 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 43024-61-9, name is Ethyl 7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

(b) Ethyl 4,7-dihydro-4-ethyl-7-oxo-pyrazolo[1,5-a]pyrimidine-6-carboxylate4 A mixture of ethyl 7-hydroxypyrazolo[1,5-a]pyrimidine-6-carboxylate (2.07g, 10mM), anhydrous potassium carbonate (1.38g, 10mM) and ethyl iodide (2.34g, 15mM) in dry N,N-dimethylformamide (50ml) was heated under reflux for 5 hours. The reaction mixture was evaporated in vacuo to given an oil, which was dissolved in water (50ml) and the pH adjusted to 1.0 with 5N hydrochloric acid. The solution was extracted with chloroform and dried over anhydrous magnesium sulphate. The chloroform extract was evaporated in vacuo and the residue was recrystallized from acetone. Yield 980 mg (41.7%). m.p. 164-5 C. delta (DMSO-d6), STR43 4.36 (4H, q, –CH2 CH3), 1.45 (3H, t, –CH2 CH3), 1.33 (3H, t, –CH2 CH3); numax (nujol) 17.12 (ester C=O), 1680 (lactam C=O)cm-1 (Found: C, 56.21; H, 5.67; N, 18.13%. C11 H13 N3 O3 requires C, 56.12; H, 5.57; N, 17.80%).

According to the analysis of related databases, 43024-61-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beecham Group Limited; US4081545; (1978); A;,
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Reference of 17180-94-8, 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.17180-94-8, name is 5-Chloropyrimidine, molecular formula is C4H3ClN2, molecular weight is 114.53, as common compound, the synthetic route is as follows.

2-Phenoxypyrimidine. (Intermediate AY) A mixture of 5-chloropyrimidine (5.00 g, 0.0437 mol), phenol (5.38 g, 57.2 mmol), dibenzo-18-crown-6 (0.84g, 0.0023 mol) and ground potassium hydroxide (5.92 g, 0.1055 mol) in toluene (75 ml) was heated at reflux for 3 hours with azeotropic removal of water. The mixture was allowed to cool to ambient temperature and the solvent was removed under reduced pressure. The residue was partitioned between water and chloroform. The layers were separated and the aqueous phase was extracted with chloroform three times. The combined organic layers were dried over magnesium sulfate, filtered and evaporated to give 2-phenoxypyrimidine as a white powder (95% pure, 4.56 g, 0.0265 mol): 1H NMR (CDC3, 400 MHz) 8.57 (d, 2H), 7.43 (t, 2H), 7.26 (t, 1H), 7.20 (d 2H); TLC (n-heptane/ethyl acetate =1: 1) Rf 0.42 2-(4-Iodophenoxy)pyrimidine (Intermediate AZ)

The chemical industry reduces the impact on the environment during synthesis 17180-94-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Abbott Laboratories; US2002/156081; (2002); 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. 34253-03-7, name is Methyl pyrimidine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of Methyl pyrimidine-2-carboxylate

1-[5-(4-Fluoro-benzyl)-3-hydroxy-benzofuran-2-yl]-1-pyrimidin-2-yl-methanone A solution of 5-(4-fluorobenzyl)-benzofuran-3-ol (242 mg, 1 mmol) in THF (10 ml) was cooled and treated dropwise with a solution of lithium bistrimethylsilyl amide in THF (1M) (1.3 ml, 1.3 mmol) with keeping the temperature -65C or below. Then the reaction mixture was warmed gradually to 0C, again cooled to -70C, and treated dropwise with a solution of 2-methoxycarbonylpyrimidine (166 mg, 1.3 mmol) in THF (5 ml). The reaction mixture was warmed gradually and stirred at room temperature for 30 minutes. The reaction mixture was added to an aqueous ammoniumchloride, extracted with ethyl acetate, washed, and dried. The solvent was distilled off, and the residue was washed with ether-chloroform to obtain the title compound (30 mg, 0.09 mmol) as a yellow crystal at the yield of 8.6%. Melting point: 258C dec. Recrystallization solvent: Chloroform-etherNMR(d6-DMSO) delta: 4.08(2H, s), 7.12(2H, t, J=8.7Hz), 7.26-7.36(2H, m), 7.44-7.56(2H, m), 7.68(1H, brs), 7.86-7.92(1H, s),9.20(2H, d, J=5.1Hz).

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, 34253-03-7, Methyl pyrimidine-2-carboxylate.

Reference:
Patent; SHIONOGI & CO., LTD.; EP1297834; (2003); A1;,
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Related Products of 375857-62-8, 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 375857-62-8, name is 3-Bromo-7-methylimidazo[1,2-a]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Finally, the compound of the formula (I) obtained above (323 mg, 1.0 mmol) was added to a 100 ml Schlenk tube.Then Pd(OAc)2 (purchased from Strem) (11.22 mg, 0.05 mmol) as a catalyst, DavePhos as a ligand was added.(2-Dicyclohexylphosphino-2′-(N,N-dimethylamine)-biphenyl, available from Strem) (39.354 mg, 0.1 mmol) and as a baseCs2CO3 (purchased from TCI (Shanghai) Chemical Industry Development Co., Ltd.) (358.82mg, 1.1mmol), and the Schlenk tubeFill the vacuum line with argon three times. Then, under an argon atmosphere, add to the Schlenk tube.3-bromo-7-methylimidazo[1,2-A]pyrimidine (purchased from Shanghai Bi De Pharmaceutical Technology Co., Ltd.) (233.75 mg, 1.1 mmol), then addedN,N-dimethylacetamide (purchased from TCI (Shanghai) Chemical Industry Development Co., Ltd.) (1.0 ml), and the reaction was stirred at room temperature for 4 hours.After the reaction was completed, the reaction mixture was washed with brine and extracted with ethyl acetate.Dry over sodium sulfate and evaporate to dryness on a rotary evaporator. Finally, it was separated through a silica gel column (eluent: petroleum ether: ethyl acetate: 4:1) to afford the compound of formula 7 as a white solid, yield 78%.

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 375857-62-8, 3-Bromo-7-methylimidazo[1,2-a]pyrimidine.

Reference:
Patent; University of Science and Technology of China; Xiao Bin; Wang Guofu; Song Haijie; (17 pag.)CN108715593; (2018); A;,
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Synthetic Route of 19808-30-1 , The common heterocyclic compound, 19808-30-1, name is 5-Bromopyrimidin-4(3H)-one, molecular formula is C4H3BrN2O, 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.

Reference Example 6 5-Bromopyrimidin-4(3H)-one (459 mg) was dissolved in N,N-dimethylformamide (13 mL), then with cooling with ice, sodium hydride (55%, 137 mg) was added, followed by stirring at the same temperature for 30 minutes. Then, 1-(chloromethyl)-4-methoxybenzene (392 muL) was added, followed by stirring at room temperature for 15 hours. Water was added to the reaction mixture, followed by extraction with chloroform. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate = 4:1 to 2:1) to obtain 5-bromo-3-(4-methoxybenzyl)pyrimidin-4(3H)-one (382 mg) as a white solid.

The synthetic route of 19808-30-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Astellas Pharma Inc.; EP1947086; (2008); 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. 42212-19-1, name is 6-Amino-3-methyl-1-phenylpyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below., Safety of 6-Amino-3-methyl-1-phenylpyrimidine-2,4(1H,3H)-dione

In a microwave reaction vessel at room temperature 6-amino-3-methyl-1-phenylpyrimidine-2,4(1H,3H)dione (217.2 mg, 1.0 mmol) and phenyl isocyanate (142.9 mg, 1.2 mmol) was dissolved in nitrobenzene (1 ml). The reaction mixture was allowed to react for 10 to 20 minutes under microwave conditions at 210 . After completion of the reaction was evaporated under reduced pressure and the reaction mixture transferred to a round bottom flask. Hexane and ethyl acetate was purified by silica gel column chromatography to give the titled compound the reaction mixture concentrated to a 6-amino-3-methyl-2,4-oxo Using -N, diphenyl-1,2,3,4-1- to give a tetra hydro-pyrimidine-5-carboxamide (282.5mg, 84%).

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, 42212-19-1, 6-Amino-3-methyl-1-phenylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; Dongguk University Academic Cooperation; Chung-Ang University Academic Cooperation; Kong, Young Dae; Min, Kyung Hoon; Yang, Sung Joo; Song, Ji HO; (38 pag.)KR2016/106837; (2016); A;,
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Synthetic Route of 911461-47-7, 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. 911461-47-7, name is 4,6-Dichloropyrimidine-5-carboxamide, molecular formula is C5H3Cl2N3O, 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 mixture of amine 21 (650 mg, 3.8 mmol), (4,6-dichloropyrimidin-5-yl)formamide (1.21 g, 5.7 mmol; prepared according to a published procedure25), and DIPEA (2.25 mL, 11.4 mmol) in BuOH (20 mL) washeated in a sealed microwave reactor for 2 h at 140 C. The solvent was removed in vacuo and the residue was purified by column chromatography [silica gel (400 g), EtOAc ? EtOAc-toluene-acetone-EtOH (17:4:3:1)] to give a foam; yield: 669 mg (57%).

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 911461-47-7, 4,6-Dichloropyrimidine-5-carboxamide.

Reference:
Article; ?ala, Michal; Dejmek, Milan; Prochazkova, Eli?ka; H?ebabecky, Hubert; Ryba?ek, Ji?i; Dra?insky, Martin; Novak, Pavel; Rosenbergova, ?arka; Rosenberg, Ivan; Nencka, Radim; Synthesis; vol. 47; 17; (2015); p. 2654 – 2662;,
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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. 831203-15-7, name is 2-(5-Bromopyrimidin-2-yl)acetonitrile. This compound has unique chemical properties. The synthetic route is as follows. name: 2-(5-Bromopyrimidin-2-yl)acetonitrile

At room temperature, under a nitrogen atmosphere,(5-bromopyrimidin-2-yl) acetonitrile (150 mg, 0.76 mmol),1-octyne (167 mg, 1.51 mmol),PdCl2 (13 mg, 0.08 mmol),Triphenylphosphine (40 mg, 0.15 mmol),CuI (7 mg, 0.04 mmol),Triethylamine (0.81 ml) and THF (1.8 ml) were added and the mixture was stirred at 40 C. for 3 hours.Thereafter, filtration with celite was carried out, and the filtrate was concentrated under reduced pressure to obtain a crude product. The obtained crude product was purified using thin layer column chromatography (hexane: ethyl acetate = 2: 1) to obtain [5- (1-octynyl) pyrimidin-2-yl] acetonitrile. Yield 138 mg, yield 80%, yellow liquid.

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, 831203-15-7, 2-(5-Bromopyrimidin-2-yl)acetonitrile.

Reference:
Patent; NIPPON STEEL & SUMIKIN CHEMICAL COMPANY LIMITED; KYUSHU INSTITUTE OF TECHNOLOGY; NAGAHAMA, TAKUO; KAWADA, ATSUSHI; TAKASHIMA, WATARU; OKAUCHI, TATSUO; NAGAMATSU, SHUICHI; (69 pag.)JP2017/178911; (2017); A;,
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Adding a certain compound to certain chemical reactions, such as: 89792-11-0, 2-Methyl-1H-pyrrolo[2,3-d]pyrimidin-4(7H)-one, 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, 89792-11-0, blongs to pyrimidines compound. Recommanded Product: 89792-11-0

2-Methyl-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one 23-a (10.54 g, 70.6 mmol) was dissolved in Toluene (20 mL) under inert atmosphere. DIPEA (24 mL, 141 mmol, 2 eq.) and POC13 (19.5 mL, 212 mmol, 3 eq.) were added dropwise at 70C and the mixture was then heated to 106C. After 16 hours, the solution was concentrated in vacuo, extracted with ethyl acetate and washed with saturated NaHCO3 solution. Thecombined organic layers were dried over Na2504, and concentrated in vacuo to yield a grey oil which was suspended in water/heptanes to afford a white solid intermediate 23(5.9 g, 50%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89792-11-0, its application will become more common.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; TAHRI, Abdellah; VENDEVILLE, Sandrine, Marie, Helene; JONCKERS, Tim, Hugo, Maria; RABOISSON, Pierre, Jean-Marie, Bernard; DEMIN, Samuel, Dominique; HU, Lili; COOYMANS, Ludwig, Paul; (105 pag.)WO2016/91774; (2016); A1;,
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