Pyrimidines

7752-82-1 ,Some common heterocyclic compound, 7752-82-1, molecular formula is C4H4BrN3, 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.

c) 6-Bromo-imidazof1w2-alPyrimidine; 50 mmol of 5-bromo-pyrimidin-2-ylamine are dissolved in 200 mi of saturated aqueous sodium hydrogencarbonate solution. 55 mmol of chloroacetaldehyde are added to the reaction mixture and the mixture is stirred for 24 hours at 25C. The mixture is extracted with ethyl acetate (3×300 ml) and the combined extracts are dried over sodium sulphate and evaporated under reduced pressure. Flash chromatography (SiO2 60F) of the residue provides the title compound which is identified on the basis of its Rf-value

According to the analysis of related databases, 7752-82-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SPEEDEL EXPERIMENTA AG; WO2005/90304; (2005); 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 3934-20-1, name is 2,4-Dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. 3934-20-1

To a solution of 2,4-dichloropyrimidine (149 mg, 1 mmol) in THF (5 mL), tetrakis(triphenylphosphine) palladium (23 mg, 2 mol %) and 0.5M solution of phenylzinc bromide (2.1 mL, 1.05 mmol) in THF were added. The reaction mixture was stirred at 50 C. for overnight. Then it was added saturated ammonium chloride solution and extracted with EtOAc twice. The organic layers were combined, washed with water and dried (MgSO4). Evaporation of solvent gave a yellow residue which was purified by Prep. HPLC to afford a yellowish oil as 2-chloro-4-phenyl-pyrimidine.

Statistics shows that 3934-20-1 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloropyrimidine.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/107623; (2008); A1;,
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3934-20-1, A common compound: 3934-20-1, name is 2,4-Dichloropyrimidine,molecular formula is C4H2Cl2N2, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

To a stirred solution of 2,4-dichloropyrimidine (3.00 g, 20.1 mmol) in toluene (25 mL) was added 4-fluorophenylboronic acid (2.82 g, 20.1 mmol), potassium carbonate (8.32 g, 60.3 mmol), tetrakis(triphenylphosphine)palladium(0) (0.630 g, 0.545 mmol) and 1 : 1 (v/v) ethanol/water (36 mL). The mixture was heated at 55 C for 12 hours and then concentrated. The residue was diluted with water and extracted with ethyl acetate. The combined extracts were washed with brine, dried (Na2S04) and concentrated. The crude material was purified by flash chromatography over silica using a hexane/ethyl acetate eluant to afford 2-chloro-4-(4-fluorophenyl)pyrimidine as a yellow solid (2.50 g, 61%). To a stirred solution of this compound (1.27 g, 6.09 mmol) in N,N-dimethylformamide (8 mL) was added ethyl piperidine-4-carboxylate (0.959 g, 6.10 mmol) and cesium carbonate (2.10 g, 6.44 mmol). The mixture was heated at 100 C for 12 hours and then concentrated. The residue was diluted with water and extracted with ethyl acetate. The combined extracts were washed with brine, dried (Na2S04) and concentrated. The crude material was purified by flash chromatography over silica using a hexane/ethyl acetate eluant to afford ethyl l-(4′-fluoro-[l, -biphenyl]-3-yl)piperidine-4-carboxylate as a yellow oil (1.60 g, 80%>). To a stirred solution of this intermediate (1.60 g, 4.80 mmol) in 1 : 1 (v/v) methanol/water (20 mL) was added solid sodium hydroxide (0.968 g, 24.2 mmol). After 2 hours, the reaction was concentrated. The residue was dissolved in water, made acidic (pH ~6) with the addition of IN hydrochloric acid and extracted with ethyl acetate. The combined organic layers were washed with brine, dried (Na2S04) and concentrated to afford l-(4′-fluoro-[l, -biphenyl]-3-yl)piperidine-4-carboxylic acid as a white solid (1.40 g, 97%). Using General Procedure D and Intermediate 5, this carboxylic acid was subjected to amide coupling to generate the title compound as a white solid (0.118 g, 27%). FontWeight=”Bold” FontSize=”10″ Eta NuMuKappa (500 MHz, CDC13) delta 8.37 (d, J= 5.0 Hz, 1H), 8.07-8.04 (m, 2H), 7.15 (t, J= 9.0 Hz, 2H), 6.89 (d, J= 10.0 Hz, 1H), 5.38 (s, 1H), 4.97-4.95 (m, 2H), 3.02-2.83 (m, 8H), 2.39-2.37 (m, 2H), 1.96-1.51 (m, 13H) ppm. 13C NMR (100 MHz, CDCI3) delta 174.1, 165.3, 163.3, 163.2, 161.7, 158.4, 133.8, 129.0, 128.9, 115.7, 115.5, 105.2, 59.4, 53.1, 47.6, 46.1, 44.6, 43.5, 39.3, 36.1, 28.9, 28.7, 25.1, 24.3, 24.2 ppm. Purity: >96% (214 & 254 nm) LCMS; retention time: 1.44 min; (M+H+) 438.3.

With the rapid development of chemical substances, we look forward to future research findings about 3934-20-1.

Reference:
Patent; GENZYME CORPORATION; BOURQUE, Elyse; CABRERA-SALAZAR, Mario, A.; CELATKA, Cassandra; CHENG, Seng, H.; HIRTH, Bradford; GOOD, Andrew; JANCSICS, Katherine; MARSHALL, John; METZ, Markus; SCHEULE, Ronald, K.; SKERLJ, Renato; XIANG, Yibin; ZHAO, Zhong; LEONARD, John; NATOLI, Thomas; MAKINO, Elina; HUSSON, Herve; BESKROVNAYA, Oxana; WO2014/43068; (2014); A1;,
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Adding a certain compound to certain chemical reactions, such as: 5909-24-0, Ethyl 4-chloro-2-(methylthio)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, 5909-24-0, blongs to pyrimidines compound. 5909-24-0

(3) 50 g of the compound of formula (5) was dissolved in 300 ml of tetrahydrofuran,Nitrogen protection,Add 400ml (1.5mol / L)Diisobutylaluminum hydride,Room temperature stirring,Reaction for 4 hours,Add 300ml saturated ammonium chloride dissolved in quenching,Further, 600 ml of ethyl acetate and 300 ml of potassium tartrate solution were added and stirring was continued for 1.5 hours,Dispensing,Concentrate the organic phase of the compound of formula (6)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5909-24-0, its application will become more common.

Reference:
Patent; East China Normal University; Hu Wenhao; Chang Huan; Xu Haiqun; Huang Haifeng; Ma Mingliang; (21 pag.)CN106749259; (2017); 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. 147118-40-9, name is Rosuvastatin methyl ester. A new synthetic method of this compound is introduced below., 147118-40-9

7- [4-(4-Fluoro-phenyl)-6-isopropyl-2-(methanesulfonyl-n ethyl-amino)- pyrimidin-5-yl]-3,5-dihydroxy-hept-6-enoic acid methyl ester (500 g) was treated with aqueous sodium hydroxide ( 60 g sodium hydroxide in 2.5 L water ) and stirred the reaction mass at 25-35 ¡ãC for 1-2 hours. After completion of reaction, reaction mass was cooled to ambient temperature and activated carbon (25 g) was added and stirred for 30 minutes. Reaction mixture was filtered through hyflow bed and wash bed with water. Resulting filtrate was washed with methyl tert-butyl ether (4 x 1.5 L). Ethyl acetate (2.5 L) was added to resulting mixture followed by addition of concentrated hydrochloric acid to adjust pH of reaction mixture 1 to 2 at 10-15 ¡ãC and stirred. Layers were separated and aqueous layer was re-extracted with ethyl acetate (1 L). Combined organic layer was washed with brine solution. (+)-l-(l-naphthyl)ethylamine (175 g) diluted with ethyl acetate (250 ml) was added to the resulting organic layer to adjust the pH of reaction mixture to 7- 8. Solvent was distilled off completely from the reaction mixture. Ethyl acetate (2.5 L) was added to resulting residue followed by addition of (+)-l-(l-naphthyl)ethylamine (170 g) diluted with ethyl acetate (250 ml) and stirred for 6-8 hours at ambient temperature. n-Heptane (1.5 L ml) was added to resulting mixture and cooled the mixture at -5 ¡ãC. Resulting reaction mixture was stirred for 1 hour, filtered, washed with n-heptane. Resulting wet product was slurried in acetonitrile (2.5 L), filtered, washed with acetonitrile (250 ml) and dried to give 310 g of title compound having purity 99.74 percent; anti-isomer: 0.2 percent; lactone: not detected; 5-keto acid impurity: not detected by HPLC.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,147118-40-9, Rosuvastatin methyl ester, and friends who are interested can also refer to it.

Reference:
Patent; IND-SWIFT LABORATORIES LIMITED; BHIRUD Shekhar Bhaskar; JAIN Anshul Kumar; SAINI Vinay Kumar; SHARMA Alok; WO2012/176218; (2012); A1;,
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5750-76-5, 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.

2-iodoaniline (17.5 g, 79.9 mmol) and dimethyl phosphine oxide (6.9 g, 88.5 mmol) were added,Palladium acetate (0.3 g, 1.3 mmol), Xantphos (0.77 g, 1.3 mmol),N,N-diisopropylethylamine (22.7 g, 175.8 mmol), DMF (50 mL),Magnetic stirring. Under nitrogen protection, heat to 100C for 6 hours,The 2-iodoaniline consumption was monitored by thin layer chromatography. Cool to room temperature2,4,5-trichloropyrimidine (17.5 g, 95.9 mmol) was added and the reaction was heated to 75C for 6 hours.The reaction was complete by thin layer chromatography. Cool to room temperature, add water 300mL,Adjust pH to 5 with 5% hydrochloric acid and extract with ethyl acetate (100 mL x 3).Wash with sodium bicarbonate solution (100 mL), wash with saturated sodium chloride solution (100 mL ¡Á 2),Dry over anhydrous sodium sulfate. It is filtered with suction and concentrated to give a crude brown solid.Recrystallization with ethyl acetate/petroleum ether (volume ratio 1:2) gave an almost white solid 17g.Yield 67.3%.

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. 5750-76-5, 2,4,5-Trichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Changzhou Engineering Polytechnic College; Zhou Haiping; Qiu Yuejin; Bao Xiaobo; Liu Qiaoyun; Ni Yinggang; (7 pag.)CN107522742; (2017); A;,
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213265-83-9, 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. 213265-83-9, name is 4,6-Dichloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Fluoxastrobin may further be prepared as described in Scheme 3. Particularly, 4,6-dichloro-5-fluoropyrimidine (5) is reacted with 2-chiorophenol in an appropriate solvent and in the presence of a suitable base to give intermediate 4-chloro-6-(2-chlorophenoxy)-5-fluoropyrimidine (17) which is further reacted with (E)-(5,6-dihydro-1,4,2-dioxazin-3-yl)(2-hydroxyphenyl)methanone O-methyl oxime (13) to give fluoxastrobin.

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 213265-83-9, 4,6-Dichloro-5-fluoropyrimidine.

Reference:
Patent; ARYSTA LIFESCIENCE CORPORATION; PRASAD, Vic; HINDUPUR, Rama Mohan; MANE, Avinash Sheshrao; BALAKRISHNAN, Sankar; PAWAR, Jivan Dhanraj; MADDANI, Mahagundappa Rachappa; WADHWA, Sandeep; WO2015/6203; (2015); A1;,
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1722-12-9 , The common heterocyclic compound, 1722-12-9, name is 2-Chloropyrimidine, molecular formula is C4H3ClN2, 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.

General procedure: K3PO4 (5.62 mmol) in DMSO (4 mL), were added Cu(OAc)2 (0.28 mmol). The flask was evacuatedand backfilled with argon for three times. The resulting suspension was heated in a 80 C oil bathwith stirring for the indicated time. The reactor was cooled to r.t., the flask was opened to air and thereaction mixture was poured into water (20 mL), extracted with ethyl acetate (20 mL ¡Á 3), andorganic layer was washed with water (20 mL ¡Á 2) and once with brine (25 mL), dried overmagnesium sulfate and concentrated in vacuo. The product was purified by column chromatographyon silica gel using petroleum ether and ethyl acetate as eluent.1-(2-Methoxyphenyl)-1H-pyrrole (3a) [30]: colorless oil (0.43 g, 88%). 1H-NMR (400 MHz, CDCl3) delta (ppm):7.30-7.23 (2H, m), 7.03-6.98 (4H, m), 6.30 (2H,

According to the analysis of related databases, 1722-12-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yuan, Chunling; Zhang, Lei; Zhao, Yingdai; Molecules; vol. 24; 22; (2019);,
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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. 36315-01-2, name is 2-Amino-4,6-dimethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. 36315-01-2

General procedure: The complexes were prepared by the following general method [26]. 25mL methanol solution of ligand was added to antimony(III) halides dissolved in the same solvent in the mole ratio of 2:1 in hydrochloric acid. The mixture was refluxed for 2days at 60C, after that the mixture was concentrated to 1/3 of its initial volume and allowed to stand for crystallization at room temperature. The obtained colorless, yellow and pink crystals were filtered and dried in air.

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, 36315-01-2, 2-Amino-4,6-dimethoxypyrimidine.

Reference:
Article; Tunc?, Turgay; Koc?, Yasemin; Ac?ik, Leyla; Karacan, Mehmet Sayim; Karacan, Nurcan; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 136; PC; (2015); p. 1418 – 1427;,
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1004-40-6, 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. 1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine, molecular formula is C4H5N3OS, 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: Anhydrous potassium carbonate (1.3821 g, 10 mmol) and substituted phenacyl halides (10 mmol) were added in succession to a suspension of 6-substituted-2-thiouracils(10 mmol) in dry N,N-dimethylformamide (10 mL). After stirring for 3 h at room temperature, the mixture was quenched with water (100 mL) and filtered. The resulting solid was crystallized from a suitable solvent.

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. 1004-40-6, 6-Amino-4-hydroxy-2-mercaptopyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Cai, Dong; Zhang, Zhi-Hua; Chen, Yu; Yan, Xin-Jia; Zhang, Shi-Ti; Zou, Liang-Jing; Meng, Li-Hong; Li, Fang; Fu, Bing-Jie; Medicinal Chemistry Research; vol. 25; 2; (2016); p. 292 – 302;,
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