Pyrimidines

703-95-7, Adding a certain compound to certain chemical reactions, such as: 703-95-7, 5-Fluoro-2,6-dioxo-1,2,3,6-tetrahydropyrimidine-4-carboxylic acid, 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, 703-95-7, blongs to pyrimidines compound.

DBU (2.58 mL, 17.2 mmol) was added to a solution of 5-fluoroorotic acid (3 g, 17.2 mmol) in DMF (10 mL) After stirring for 30 minutes, iodoethane (2.69 mg, 17.2 mmol) was added tothe solution and the mixture was heated to 6000 for 2 hours. Water (100 mL) was added to the mixture, and the resulting precipitate was collected by filtration, washed with water, and dried to give 48 ethyl 5-fluoroorotate. LC-MS ES m/z =200.9; Rt: 0.91 mm, method D.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,703-95-7, its application will become more common.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; JONCKERS, Tim Hugo Maria; MC GOWAN, David Craig; GUILLEMONT, Jerome Emile Georges; EMBRECHTS, Werner Constant J; MERCEY, Guillaume Jean Maurice; BUYCK, Christophe Francis Robert Nestor; BALEMANS, Wendy Mia Albert; RABOISSON, Pierre Jean-Marie Bernard; (50 pag.)WO2017/125506; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine. A new synthetic method of this compound is introduced below., 32779-36-5

5-Bromo 2-chloro pyrimidine (2 g, 10.33 mmol, Combi-Blocks) was degassed for 30 mm. 1-Ethoxy vinyl tributyltin (4.1 mL, 11.3 mmol, Frontier Scientific) and bis(triphenylphosphine)palladium dichloride (0.36 g, 0.51 mmol) were added at rt. The resulting mixture was stirred overnight at 90 C. It was cooled to rt and filtered through celite. An aqueous HCI solution (6 N, 10 mL) was added and the mixture was stirred for1 hour at rt. It was neutralized with sat.NaHCO3 solution (15 mL), extracted with DCM (50 mL), dried over anhydrous Na2504 and concentrated. The crude product was purified by flash column chromatography to afford the title compound (pale yellow solid). 1H NMR (400 MHz, DMSO-d6): 6 8.90 (s, 2H), 2.65 (s, 3H). LCMS: (Method B) 162.0 (M+H), Rt. 4.6 mm, 98.01% (Max).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,32779-36-5, 5-Bromo-2-chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh, S.; GIRI, Awadut Gajendra; TORONTO, Dawn, V.; CROWE, David, Malcolm; (150 pag.)WO2017/144637; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

1193-24-4, 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. 1193-24-4, name is 4,6-Dihydroxypyrimidine, molecular formula is C4H4N2O2, 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.

212 g of triphosgene (content 99%, 0.71 mol) was dissolved in 500 mL of nitrobenzene for use.In a device equipped with a reflux condenser, a thermometer, a stirrer and a constant pressure dropping funnel,Add 4,6-dihydroxypyrimidine (114 g, content 98%, 1 mol), triphenylphosphine oxide (8.4 g, content 99%,0.03 mol), cobalt phthalocyanine (0.57 g, 0.001 mol), stirred and mixed evenly,The temperature was raised to 90-95 C, and a solution of triphosgene in nitrobenzene was added dropwise.After 5 hours of reaction, the sample was analyzed, and the content of 4,6-dihydroxypyrimidine was 0.25% and the content of 4,6-dichloropyrimidine was 98.2% by HPLC. The reaction was completed.Vacuum distillation reaction mixture (oil bath temperature 95 C, vacuum -0.095 Mpa),143.8 g (content 99.7%) of 4,6-dichloropyrimidine was obtained in a yield of 96.2% (based on 4,6-dihydroxypyrimidine).

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. 1193-24-4, 4,6-Dihydroxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chongqing Ziguang Chemical Co., Ltd.; Ding Yongliang; Zhang Fei; Chen Xiaojian; Zhong Xianwei; Chen Yirou; (6 pag.)CN108341784; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine. A new synthetic method of this compound is introduced below., 32779-36-5

Step 1: 1-(5-Bromopyrimidin-2-yl)piperidin-4-olA mixture of 5-bromo-2-chloropyrimidine (5 g, 25.8 mmol), piperidin-4-ol (2.88 g, 28.4 mmol) and triethylamine (5.40 mL, 38.8 mmol) in EtOH (51.7 mL) was heated at 90¡ã C. for 0.5 h. The solvent was evaporated, the residue was diluted with 1N HCl (20 mL) and extracted with EtOAc (3.x.15 mL). The combined organic fractions were dried over Na2SO4 and the solvent was evaporated. The product was recrystallized from CH2Cl2/hexanes, filtered and washed with hexanes to afford the title product.1H NMR (500 MHz, acetone-d6): delta 8.36 (s, 2H), 4.29 (dt, 2H), 3.94-3.87 (m, 1H), 3.38 (ddd, 2H), 1.91-1.85 (m, 2H), 1.51-1.42 (m, 2H) ppm. MS: m/z 258, 260 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,32779-36-5, 5-Bromo-2-chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Leblanc, Yves; Powell, David; Ramtohul, Yeeman K.; Leger, Serge; US2008/182838; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

90213-66-4, Adding some certain compound to certain chemical reactions, such as: 90213-66-4, name is 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine,molecular formula is C6H3Cl2N3, 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 90213-66-4.

Zinc powder (8700 ¡¤ 0g, 133piomicron1, 10 ¡¤ Oeq ?) was added portionwise to glacial acetic acid (3 ¡¤ 3L, 53 ¡¤ 2mo1.4 ¡¤ Oeq ¡¤) and acetonitrile (30 ¡¤ 0L) mixture was added to complete the reaction temperature was raised to 80 C for 14 hours, the reaction was complete by TLC.87] The reaction mixture was cooled to 25 C, suction filtration, the filtrate was concentrated under reduced pressure and added to 30L of ice water, precipitated a large number of pink solid, filtration, the filter cake washed with water (5L X 3), dried to give a white solid 1501.7g. Yield: 73.54%.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 90213-66-4.

Reference:
Patent; Nanjing Furunkaide Bio-pharmaceutical Co., Ltd.; Rong Liang; Li Jin; Li Hui; Jie Yuanping; Wu Xihan; Yang Minmin; (12 pag.)CN105949196; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

5750-76-5 , The common heterocyclic compound, 5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, 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.

[00369] 245-trichloropyrimidine (54.2 g, 0296 mol, 1.0 eq.), (2arninophenyl)dimethyl..phosphine oxide (50.Og, 0.296 mole, 1.0 eq.), potassium carbonate (49.lg, 0355 mol, 1.2 eq.) and tetrabutylammonium bisuifate (10.2 g. 0.03 mole, 0.1 eq.) were combined in DMF (1050 mL), and heated at 65 C for -8.0-8.5 h. During the course of heating, an offwhite suspension formed. Upon coong, the mixture was cooled to rt and filtered. The coHected solids were rinsed with DMF (2 x 50 mL), and the combined filtrates were concentrated in vacuo. The resulting residue was dissolved in EtOAc (1 .3 L) and water (350 mL). The aqueous layer was isolated and extracted with EtOAc (2 x 250 mL). The combined organic layers were washed with brine (20% w/w, 500 mL), dried over sodium sulfate, filtered, and concentrated in vacuo to afford (2..((25dichloropyriniidin4 yl)amino)phenyl)dimethylphosphine oxide as an offwhite solid.

According to the analysis of related databases, 5750-76-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARIAD PHARMACEUTICALS, INC.; ROZAMUS, Leonard, W.; SHARMA, Pradeep; (190 pag.)WO2016/65028; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

118-70-7, 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 118-70-7 as follows.

10 mL of formamide and 90 g of 4,5,6-triaminopyrimidine (Formula 6) were added to a 1000 mL reaction flask and heated to 140 to 150 C for 4 hours. The reaction was completed and cooled to a temperature of 25 to 15 C Crystallization, filtration, formamide rinsing, water elution, gray adipate crude, refined with water, activated carbon decolorization after 79.5g white crystalline powder adenine (Formula 1), yield 81.8%, HPLC 99.9%.

The chemical industry reduces the impact on the environment during synthesis 118-70-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Taizhou Xingming Pharmaceutical Co., Ltd.; Liu Yi; Zhao Wujie; (10 pag.)CN106749043; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 63234-80-0, name is 3-(2-Chloroethyl)-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one, the common compound, a new synthetic route is introduced below. 63234-80-0

General procedure: A creamy white solid of 3-(2-chloroethyl)- 2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a] pyrimidin-4-one (5) (1.0eq) in N,N-dimethylformamide was taken, pottasium carbonate (3.0 eq) was added to the reaction mixture and then the appropriate aliphatic/ aromatic/heterocyclic amines (1.0 eq) were added and the reaction mixture was heated at 80 ¡ãC for 8h. The progress of the reaction was monitored by TLC. Upon completion, the solvent was removed by water wash and extracted with ethyl acetate. The organic layer was washed with 10percent ammonium chloride solution and finally water wash was given to organic layer and dried with anhydrous sodium sulphate. The solvent was evaporated to get crude product which was purified by column chromatography over silica gel (60-120mesh) using hexane: ethyl acetate(8:2) as an eluent.

The synthetic route of 63234-80-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Krishnamurthy, Byregowda; Vinaya, Kambappa; Rakshith, Devraj; Prasanna, Doddakunche Shivaramu; Rangappa, Kanchugarakoppal Subbegowda; Medicinal Chemistry; vol. 9; 2; (2013); p. 240 – 248;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The common heterocyclic compound, 32779-36-5, name is 5-Bromo-2-chloropyrimidine, molecular formula is C4H2BrClN2, 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. 32779-36-5

Step 1. 5-Bromo-N-cyclopropylpyrimidin-2-amine A solution of 5-bromo-2-chloropyrimidine (3.87 g, 20 mmol) and cyclopropylamine (5.7 g, 0.1 mol) in 20 mL THF was heated at 65¡ã C. for 5 hrs in a sealed tube. The mixture was evaporated in vacuo, to the residue ethanol was added, after filtration, the cake was washed with ethanol to give 4.07 g product as a colorless solid (95.5percent). 1H NMR (300 MHz, CDCl3) delta: 8.32 (2H, s), 5.58 (1H, brs), 2.72 (1H, brs), 0.82-0.84 (2H, m), 0.54 (2H, brs). LCMS: m/z [M+H]+ 214.0011.

The synthetic route of 32779-36-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Astar Biotech LLC; YU, Chunrong; Huang, Haihong; Zhang, Dongfeng; Li, Peng; US2014/31354; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

3740-92-9 , The common heterocyclic compound, 3740-92-9, name is 4,6-Dichloro-2-phenylpyrimidine, molecular formula is C10H6Cl2N2, 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.

EXAMPLE VIII Two grams of 4,6-dichloro-2-phenylpyrimidine is added in small portions to 10 ml. of N-methylpiperazine with slight warming and stirring. The resulting mixture is heated on a steam bath for several minutes, then poured into 250 ml. of water. The product (2.4 g., m.p. 81¡ã-87¡ãC.) is then recrystallized from n-pentane to afford 4-chloro-6-(4-methyl-1-piperazinyl)-2-phenylpyrimidine, m.p. 91¡ã-92.5¡ãC. Anal. for C15 H17 N4 Cl: Calcd. C, 62.38; H, 5.93; N, 19.40; Cl, 12.28. Found: C, 62.32; H, 5.65; N, 19.62; Cl, 12.1.

According to the analysis of related databases, 3740-92-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Home Products Corporation; US3940395; (1976); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia