Day: November 6, 2020

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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine, molecular formula is C4H2BrClN2, 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. 32779-36-5

Intermediate 19; Preparation of 2-(3,3-dimethylbut-1-ynyl)pyrimidine-5-carboxylic acid; 5-Bromo-2-iodo-pyrimidine The title compound was prepared according to the procedure given The Journal of Organic Chemistry, 2002, 67, 6550-6552. In 57% hydiodic acid (aqeous) precooled to 0 C. was added to solid 5-Bromo-2-chloro-pyrimidine (3.36 g, 0.0174 mol) in a 100 ml round bottom flask. The mixture was stirred vigorously at 0 C. and after 4 hours, was allowed to warm to room temp and stirred overnight. The mixture was then poured over ice and carefully neutralized by addition of solid sodium bicarbonate. Solid sodium hydrogensulfite added until mixture became colorless then the mixture was extracted with EtOAc (2¡Á200 mL). The combined organic extracts were washed with brine and dried (MgSO4), filtered and concentrated under vacuum to leave a white solid (4.2 g) which was used without further purification.

The chemical industry reduces the impact on the environment during synthesis 32779-36-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Kelly, Michael G.; Kincaid, John; Duncton, Matthew; Sahasrabudhe, Kiran; Janagani, Satyanarayana; Upasani, Ravindra B.; Wu, Guoxian; Fang, Yunfeng; Wei, Zhi-Liang; US2006/194801; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

611-08-5, 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 611-08-5, name is 5-Nitrouracil. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a round-bottom flask (50 mL) was added a mixture of the desired nucleobases or other N-heterocycles (1 mmol), CSSNH (0.05 g), and HMDS (10 mL). The reaction mixture was heated at 90 C until a clear liquid was attained (Table 3). Subsequently, the catalyst was filtered and the filtrate was then evaporated using vacuum to separate the crude silylated product from HMDS. The crude product was pure enough to be applied in the next step without further purification.

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 611-08-5, 5-Nitrouracil.

Reference:
Article; Behrouz, Somayeh; Soltani Rad, Mohammad Navid; Piltan, Mohammad Amin; Chemical Papers; vol. 74; 1; (2020); p. 113 – 124;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.113583-35-0, name is 2-Methanesulfonyl-4,6-dimethoxypyrimidine, molecular formula is C7H10N2O4S, molecular weight is 218.23, as common compound, the synthetic route is as follows.113583-35-0

0.48 g (2.66 mmol) of 2-mercapto-5-fluorobenzoic acid was added.2-methanesulfonyl-4,6-dimethoxypyrimidine 0.87g(4.0 mmol), 0.1 g (0.3 mmol) of tetrabutylammonium bromide in 95% ethanol,The reaction was refluxed for 15 h, and the pH was measured every two hours.Adjust the pH with a saturated aqueous solution of NaHCO3,The pH of the reaction system was maintained at 7 or higher.Post-reaction treatment: spin the reaction system,Extracted three times with NaOH aqueous solution and ethyl acetate,Extract the water layer and adjust the pH to 3-4 with HCl.At this point the aqueous solution turned into a milky white suspension.The aqueous layer was then extracted with ethyl acetate.Add silica gel and spin over the column.The column was passed through a 80:1 (dichloromethane:methanol) eluent.The product was obtained in 0.15 g.The yield was 18%.

Statistics shows that 113583-35-0 is playing an increasingly important role. we look forward to future research findings about 2-Methanesulfonyl-4,6-dimethoxypyrimidine.

Reference:
Patent; Nankai University; Wang Jianguo; Song Guoqing; Wu Renjun; (25 pag.)CN109111405; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

933-80-2 ,Some common heterocyclic compound, 933-80-2, molecular formula is C5H7ClN4, 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 6- chloro-4,5-diamino-2-methylpyrimidine (317 mg, 2.0 mmol) and l,4-dioxane-2,3-diol (240 mg, 2.0 mmol) in EtOH (15 mL) was stirred at 25 0C for 1 h. TLC analysis (1 :1hexane/EtOAc on SiO2) indicated complete consumption of starting material. l-(4- Methoxyphenyl)-ethylamine (332 mg, 2.2 mmol) and triethylamine (Et3N; 0.3 mL, 2.2 mmol) were added, and the reaction was stirred overnight. The majority of solvent was removed in vacuo and the residue was partitioned between EtOAc and H2O. The organic layer was concentrated in vacuo to leave a brown residue that was purified by column chromatography over SiO2, eluting with 2:1 EtOAc/hexane, then 100% EtOAc to afford [l-(4- methoxyphenyl)ethyl]-2-methylpteridin-4-yl-amine (126 mg) as a brown oil.

According to the analysis of related databases, 933-80-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DOW AGROSCIENCES LLC; BREWSTER, William; DEMETER, David; ERICKSON, W.; LOWE, Christian; KLITTICH, Carla; NUGENT, Jaime; RIEDER, Brent; SIDDALL, Thomas; YAO, Chenglin; YERKES, Carla; ZHU, Yuanming; WO2011/25505; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 2380-63-4, name is 1H-Pyrazolo[3,4-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. 2380-63-4

Example 1 : Preparation of 3-iodo-lH-pyrazolor3.4-dlpyrimidin-4-amine (Formula III, when X is iodine) A mixture of lH-pyrazolo[3,4-d]pyrimidin-4-amine (Formula II, 20 g), N- iodosuccinimide (41.6 g), and dimethylformamide (300 mL) was stirred at 75C to 80C for 16 hours. Water (1 L) was added to the reaction mixture, and then the mixture was stirred at 15C for 4 hours. The solid obtained was filtered, then washed with water (100 mL), and then washed with cold ethanol (60 mL). The resulting solid was dried at 45C under vacuum for 16 hours to obtain the title compound. Yield: 26.8 g

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, 2380-63-4, 1H-Pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; SUN PHARMACEUTICAL INDUSTRIES LIMITED; SHARMA, Kapil; THANKI, Bhavin Prabhudas; KHANNA, Mahavir, Singh; PRASAD, Mohan; (23 pag.)WO2016/151438; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 2244-11-3, name is Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate. This compound has unique chemical properties. The synthetic route is as follows. 2244-11-3

General procedure: 0.5 mmol of alloxan monohydrate (0.08 g) and suitable methyl ketone were suspended in 5 mL of glacial acetic acid and reacted in a Syncore apparatus set at the temperature of 115 C, shaking at 120 rpm and reaction time 3 h. All the targeted compounds precipitated after cooling and were recrystallized from ethanol. Compounds 19 and 20 were obtained as a mixture in a 36:64 ratio (total yield 75%); chromatographic purification of the crude (gradient eluent: methanol in dichloromethane 0-10%) afforded the pure final compounds. 5.1.2.1 5-[2-(3′-Nitrobiphen-4-yl)-2-oxoethyl]-5-hydroxy-hexahydropyrimidine-2,4,6-trione (7) 64% Yield, mp 246-8 C 1H NMR delta 11.46 (s, 2H, NH), 8.51 (s, 1H), 8.21-8.29 (m, 2H), 8.09 (d, 2H, Jo = 8.1), 7.96 (d, 2H, Jo = 8.1), 7.79 (t, 1H, Jo = 8.1), 7.33 (s, 1H, OH), 3.95 (s, 2H). Anal. % (C18H13N3O7) calculated: C 56.40, H 3.42, N 10.96; found C 56.28, H 3.37, N 10.68.

Statistics shows that 2244-11-3 is playing an increasingly important role. we look forward to future research findings about Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate.

Reference:
Article; Nicolotti, Orazio; Catto, Marco; Giangreco, Ilenia; Barletta, Maria; Leonetti, Francesco; Stefanachi, Angela; Pisani, Leonardo; Cellamare, Saverio; Tortorella, Paolo; Loiodice, Fulvio; Carotti, Angelo; European Journal of Medicinal Chemistry; vol. 58; (2012); p. 368 – 376;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1780-26-3, 2-Methyl-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, 1780-26-3, blongs to pyrimidines compound. 1780-26-3

Example 9; 4-(l-{ [6-(2-Methoxy-phenyl)-2-methyl-pyrimidin-4-yll-hvdrazono}-ethyl)- phenyll -dimethylamine; Step-1; 4-Chloro-6-hydrazino-2-methylpyrimidine; To a solution of 4,6-dichloro-2-methylpyrimidine (1Og, 0.061 mo 1) in dry THF (500ml) was added anhydrous hydrazine (1.96g, 0.06 lmol) followed by potassium carbonate (12.7g, 0.092mol). The reaction mixture was stirred at room temperature for 13h and filtered. The filtrate was evaporated under reduced pressure to afford 9.3g (45%) of the titled compound as a solid.MP: 164-1720C, MS: Mass found (M+l, 158.9), 1H NMR (CDCl3, 300MHz): delta 2.49(3H, s), 3.05(2H, bs), 6.59(1H, bs), 6.67(1H, s).; Example 27; N-[6-(2-Fluoro-phenyl)-2-methyl-pyrimidin-4-yll-N’-[l-p-tolyl- ethylidenel -hydrazine; Step-1; 4-Chloro-6-hydrazino-2-methylpyrimidine; To a solution of 4,6-dichloro-2-methylpyrimidine (1Og, 0.061 mo 1) in dry THF (500ml) was added anhydrous hydrazine (1.96g, 0.06 lmol) followed by potassium carbonate (12.7g, 0.092mol). The reaction mixture was stirred at room temperature for 13h and filtered. The filtrate was evaporated under reduced pressure to afford 9.3g (45%) of the titled compound as a solid.LCMS: Mass found (M+l, 158.9), MP: Started melting at 1460C and decomposed at 22O0C, 1H NMR (CDCl3, 300MHz): delta 2.49(3H, s), 3.05(2H, bs), 6.59(1H, bs), 6.67(1H, s).

With the rapid development of chemical substances, we look forward to future research findings about 1780-26-3.

Reference:
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2007/65940; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

672-45-7, 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. 672-45-7, name is 2,4-Dihydroxy-6-trifluoromethylpyrimidine, the common compound, a new synthetic route is introduced below.

SYNTHESIS EXAMPLE 20 (2,4-dinitro-6-trifluoromethylphenyl)-6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione (compound No. 5.65 of this invention) 1.0 g of 6-trifluoromethyl-2,4(1H,3H)-pyrimidinedione was added to 10 ml of dimethylformamide, followed by addition of 0.65 g of sodium hydride (purity: 55%) with stirring at 0 C. The mixed solution was stirred at room temperature for 30 minutes, then cooled to 0 C. and added dropwise with a 5 ml dimethylformamide solution of 1.89 g of 2-chloro-3,5-dinitrobenzotrifluoride. After the solution was further stirred at room temperature for 3 hours, the solvent was distilled away under reduced pressure. After addition of cooled dilute hydrochloric acid thereto, the residue was extracted with 100 ml of ethyl acetate. The obtained organic layer was dried over anhydrous sodium sulfate and then the solvent was distilled away under reduced pressure to form a crude product. This crude product was recrystallized from a mixed solvent of chloroform and petroleum ether to obtain 0.77 g of the objective compound. M.p.: 219.0~220.5 C. 1 H-NMR (CDCl3 +CD3 OD, TMS, delta ppm): 6.10 (1H,s), 8.78 (1H,d,J=3.0 Hz), 9.08 (1H,d,J=3.0 Hz).

Statistics shows that 672-45-7 is playing an increasingly important role. we look forward to future research findings about 2,4-Dihydroxy-6-trifluoromethylpyrimidine.

Reference:
Patent; Nissan Chemical Industries Ltd.; US5116404; (1992); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

703-95-7, 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. 703-95-7, name is 5-Fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid. A new synthetic method of this compound is introduced below.

General procedure: To an ice-cooled solution of amine (1.0 mmol) in DMF were added Boc-AA-OH or carboxylic acid (1.0 mmol), followed by EDC*HCl (1.2 mmol), HOBt*H2O (1.2 mmol) and Et3N (1.2 mmol) were then added. The reaction mixture was stirred for 12 h at room temperature. After removal of the solvent in vacuo, the residue was dissolved in EtOAc (20 mL), extracted with 10% citric acid (aq) (3 ¡Á 5 mL), saturated solution of NaHCO3 (aq) (3 ¡Á 5 mL), and finally washed with brine (1 ¡Á 5 mL), then dried over Na2SO4, and finally evaporated to give the crude product which was further purified by using column chromatography and then subjected to tert-butyloxycarbamate deprotection by using general procedure A. The obtained product was then subjected to the next step or purified by using preparative HPLC in the case of target compounds. Purified target compounds were immediately lyophilized to afford their respective amorphous powders.

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. 703-95-7, 5-Fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Tagad, Harichandra D.; Hamada, Yoshio; Nguyen, Jeffrey-Tri; Hidaka, Koushi; Hamada, Takashi; Sohma, Youhei; Kimura, Tooru; Kiso, Yoshiaki; Bioorganic and Medicinal Chemistry; vol. 19; 17; (2011); p. 5238 – 5246;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

A common compound: 2380-63-4, name is 1H-Pyrazolo[3,4-d]pyrimidin-4-amine,molecular formula is C5H5N5, 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., 2380-63-4

Compound C (2.367 g, 17.5 mmol) and N-iodosuccinimide (4.810 g, 21.4 mmol) were added to dimethylformamide (60 mL) and stirred at 50C for 24 hours. Another batch of N-iodosuccinimide (0.871 g, 3.8 mmol) was added to the reaction mixture and was allowed to stir for an additional 24 hours. The reaction mixture was cooled to room temperature and water (100 mL) was added, forming a precipitate that was collected by filtration to yield D (4.1 g, 89%). lR NMR (DMSO- d6, 300 MHz) delta 8.18 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 2380-63-4.

Reference:
Patent; UNIVERSITY OF WASHINGTON; VAN VOORHIS, Wesley, C.; HOL, Wilhelmus, G.J.; LARSON, Eric, T.; MALY, Dustin, James; MERRITT, Ethan; OJO, Kayode, K.; WO2011/94628; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia