Day: July 6, 2021

Adding a certain compound to certain chemical reactions, such as: 1032452-86-0, 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole, 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, Computed Properties of C13H10ClN3, blongs to pyrimidines compound. Computed Properties of C13H10ClN3

60 g (246 mmol) of Intermediate 2 was dissolved in 500 mL of 1,4-dioxane, and 45.8 g (246 mmol) of 4-fluoro-2-methoxy-5-nitroaniline was sequentially added to the above mixed solution. 50.8 g (295 mmol) of p-toluenesulfonic acid, heated to 85 C and stirred for 3 h. After completion of the reaction, the mixture was cooled to room temperature, and 10 mL of dilute aqueous ammonia was added to the reaction mixture to quench the reaction. The mixed solution was added dropwise to 500 mL of water, stirred at room temperature for 3 hours, filtered, and the filter cake was dried to give 93.6 g of pale yellow-green solid.The yield is 96.7%.

The synthetic route of 1032452-86-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangxi Science and Technology Normal University; Zhu Wufu; Zheng Pengwu; Zhao Bingbing; Xu Shan; Xiao Zhen; Hu Xiaohan; Zhou Zhihui; He Jie; Lai Luogen; Yang Qi; Tian Fajuan; (31 pag.)CN109280048; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 63558-65-6, 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. 63558-65-6, name is 4-Chloro-5-iodopyrimidine, molecular formula is C4H2ClIN2, 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.

EXAMPLE 5 Preparation of 4-chloro-5-phenylethynylpyrimidine A mixture of 2.1 g of 4-chloro-5-iodopyrimidine, 10 mL of triethylamine, 1.2 mL phenylacetylene, 80 mg copper iodide and 160 mg of dichlorobis(triphenylphosphine was stirred at room temperature for 18 hours. The mixture was diluted with dichloromethane and evaporated in vacuo. The residue was redissolved in a few mL of dichloromethane, 10 mL of triethylamine added and the mixture heated at reflux for one hour. The heterogeneous mixture was evaporated in vacuo and the residue obtained was partitioned between water and dichloromethane. A gelatinous precipitate which formed on shaking the two layers was filtered off, enabling separation of the two layers. The organic extracts were dried over sodium sulfate, filtrated and evaporated in vacuo to yield 2.5 g of a dark brown syrup. The syrup was purified by column chromatography on silica gel, twice, eluding with hexanes, 1:1 hexanes/dichloromethane, dichloromethane and finally ethyl acetate. Like fractions from dichloromethane elution were pooled, obtaining 350 mg of the product, 5-phenylethynyl-4-chloropyrimidine as an oil which solidified to white rosettes.

According to the analysis of related databases, 63558-65-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Beauchamp, Lilia M.; Krenitsky, Thomas A.; Kelley, James L.; US2004/87789; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1558-17-4, 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.1558-17-4, name is 4,6-Dimethylpyrimidine, molecular formula is C6H8N2, molecular weight is 108.14, as common compound, the synthetic route is as follows.

General procedure: Preparation of 1a’-3f’ and 1g-5g. A mixture of pyrimidines (2.00 mmol) and benzaldehydes (4.00 mmol) in 5 N NaOH solution (20 mL) containing tetrabutylammonium hydrogen sulfate (0.10 g, 0.29 mmol) was refluxed. After cooling, the precipitates were filtered off. The products were purified by recrystallization from EtOAc. Otherwise, the mixture was extracted with CH2Cl2. Then, the organic layer was dried over MgSO4 and concentrated in vacuo. The residue was purified by flash column chromatography to give the products.

Statistics shows that 1558-17-4 is playing an increasingly important role. we look forward to future research findings about 4,6-Dimethylpyrimidine.

Reference:
Article; Lee, Yun Suk; Kim, Hye Yun; Kim, Youngsoo; Seo, Jae Hong; Roh, Eun Joo; Han, Hogyu; Shin, Kye Jung; Bioorganic and Medicinal Chemistry; vol. 20; 16; (2012); p. 4921 – 4935;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 65269-18-3, 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 65269-18-3 as follows.

Example 15 9-[2-Chloro-5-(2,3-difluoro-6-methoxybenzyloxy)-4-methoxyphenyl]-2-methoxy-7,9-dihydro-8H-purin-8-one A mixture of ethyl 4-chloro-2-methoxypyrimidine-5-carboxylate (0.22 g), 2-chloro-5-(2,3-difluoro-6-methoxybenzyloxy)-4-methoxyaniline hydrochloride (0.4 g) and N,N-diisopropylethylamine (0.37 mL) in acetonitrile (3 mL) was heated at reflux for 1.5 hours. The reaction mixture was poured into water. To the mixture was added ethyl acetate, and the insoluble material was collected by filtration. The collected solids were washed with water and ethyl acetate, and dried under reduced pressure to give ethyl 4-[2-chloro-5-(2,3-difluoro-6-methoxybenzyloxy)-4-methoxyphenylamino]-2-methoxypyrimidine-5-carboxylate (91 mg). To this material were added methanol (2 mL) and 1 mol/L aqueous sodium hydroxide solution (0.9 mL), and the mixture was stirred at 50C for 1 hour. To the mixture was added tetrahydrofuran (1 mL), and the mixture was stirred at 50C for 1 hour. The reaction mixture was cooled to room temperature. To the mixture was added 1 mol/L hydrochloric acid (1.0 mL), and the mixture was stirred for 30 minutes. The precipitated crystals were collected by filtration. The collected crystals were washed with water and diethyl ether, and dried under reduced pressure to give 4-[2-chloro-5-(2,3-difluoro-6-methoxybenzyloxy)-4-methoxy-phenylamino]-2-methoxypyrimidine-5-carboxylic acid (57 mg). To this material were added 1,4-dioxane (1 mL), triethylamine (0.049 mL) and diphenylphosphoryl azide (0.026 mL), and the mixture was stirred at room temperature for 1 hour, and then heated at reflux for 2 hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate = 1/1 – 1/5). The product was suspended in a mixed solvent (n-hexane/ethyl acetate = 1/1), and collected by filtration. The collected material was washed with the same solvent, and dried under reduced pressure to give the title compound (20 mg).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65269-18-3, its application will become more common.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP2143724; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. Recommanded Product: 5750-76-5

To a degassed solution of 2,4,5-trichloropyrimidine (15.0 g, 81.8 mmol) in PEG 300 (91 mL) at room temperature under nitrogen atmosphere was added triethylamine (12.0 mL, 85.8 mmol), butyl vinyl ether (13.5 mL, 98.1 mmol) and palladium acetate (0.73 g, 3.3 mmol). The reaction mixture was stirred for 1.5 h at 80 C under nitrogen atmosphere. The reaction was cooled to room temperature, Et20 (250 mL) was added, and the layers were separated. The dark glycol layer was extracted with Et20 (4 x 90 mL). The combined Et20 layers were washed with water (4 x 90 mL), then dried over MgS04, filtered and concentrated to yield an orange oil. The residue was purified by Si02 chromatography (Hex/ Et20 0 to 30% gradient) and afforded the title compound as an orange oil (10.70 g, 43.2 mmol, 53%).

With the rapid development of chemical substances, we look forward to future research findings about 5750-76-5.

Reference:
Patent; SYROS PHARMACEUTICALS, INC.; SPROTT, Kevin; MARINEAU, Jason, J.; SCHMIDT, Darby; BRADLEY, Michael; CIBLAT, Stephane; SIDDIQUI, M., Arshad; KABRO, Anzhelika; LEBLANC, Melissa; LEGER, Serge; ROY, Stephanie; WINTER, Dana, K.; MILLER, Tom; RIPKA, Amy; LI, Dansu; WO2015/154039; (2015); A2;,
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. 62208-68-8, name is Benzofuro[3,2-d]pyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C10H6N2O3

In a 1000 mL round flask, a mixture of Compound B-1 (49.4 g, 0.24 mol) and phosphorus oxychloride (720 mL) was stirred at reflux for 7.5 h 7. The reaction mixture is cooled to room temperature and poured into ice water with vigorous stirring to precipitate the precipitate.Generated. The reaction obtained therefrom was filtered to give Compound B (45.1 g, 77% yield, 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, 62208-68-8, Benzofuro[3,2-d]pyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; LG Chem, Ltd.; Han Su-jin; Lee Jeong-ha; Lee Dong-hun; Jang Bun-jae; Jeong Min-u; Park Seul-chan; (56 pag.)KR2019/113662; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 18592-13-7, 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. 18592-13-7, name is 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione, molecular formula is C5H5ClN2O2, 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.

6-(Methylsulfonylmethyl)-lH-pyrimidine-2,4-dione6-(Chloromethyl)uracil (10.00 g) was dissolved in DMF (300 mL) and methanesulphinic acid sodium salt (7.64 g) added. The reaction was heated at 1250C for 1 hour. The reaction was allowed to cool, filtered and the filtrate concentrated in vacuo to give the desired material as a yellow solid (12.72 g).NMR Spectrum: 1U NMR (DMSOd6) 53.10 (3H, s), 4.27 (2H, s), 5.63 (IH, s), 10.94 (IH, s), 11.16 (IH, s).

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 18592-13-7, 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/7749; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1421372-94-2 ,Some common heterocyclic compound, 1421372-94-2, molecular formula is C20H16FN5O3, 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 6 (7.7 mL) was added to a suspension of N-(4-fluoro-2-methoxy-5 -nitrophenyl)-4-( 1- methylindol-3 -yl)pyrimidin-2-amine (compound 5, 15.5 g, 0.79) and K2C03 (16.3 g) in DMF (60 mL). The mixture was heated at 60 C for 60 mm and then water (150 mL) was added. Solids were filtered and rinsed with water. The crude dark red product was directly used in the next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1421372-94-2, its application will become more common.

Reference:
Patent; NEUFORM PHARMACEUTICALS, INC.; CHAORAN, Huang; CHANGFU, Cheng; (85 pag.)WO2017/117070; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 13223-43-3, Adding some certain compound to certain chemical reactions, such as: 13223-43-3, name is 5,7-Dimethoxy-[1,2,4]triazolo[1,5-a]pyrimidin-2-amine,molecular formula is C7H9N5O2, 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 13223-43-3.

General procedure: The compound 4a (6 g, 0.03 mol), catalytic amount of DMSO and3,5-lutidine (9.6 g, 0.09 mol) were dissolved in MeCN (15 mL), and then 7c (10.3 g, 0.03 mol) was addedslowly with stirring at 35 C and keeping for 1 h. The reaction system was heated to 45 C and kept thatuntil the complete conversion monitoring by HPLC. Then the resultant mixture was slowly added into10% sulfuric acid aqueous solution (100 mL). After filtering, the residue was purified by recrystallizingfrom MeCN to afford white solid, yield 13.5 g (89.6%);

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. 13223-43-3, 5,7-Dimethoxy-[1,2,4]triazolo[1,5-a]pyrimidin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ma, Yi-Chao; Yu, Ying-Hui; Hou, Guang-Feng; Huang, Ji-Han; Gao, Jin-Sheng; Heterocycles; vol. 92; 5; (2016); p. 829 – 843;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 33097-11-9 ,Some common heterocyclic compound, 33097-11-9, molecular formula is C6H4Cl2N2OS, 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: To a stirred solution of aldehyde 1 (1.0mmol, 1equiv) in 3mL DMF was added enamine 2 (1.15equiv) followed by addition of a few drops of satd ethereal HCl. (0027) Except for 6d: Mixture was stirred at ambient temperature for period of time indicated in Table 1. After removing of solvent (50C/5 Torr) the residue was stirred with water (10mL) for 1h, crystals were filtered and dried at 110C/5 Torr to give compound 6 with purity?94%. Recrystallization from DMF can be used for purification, if necessary. (0028) For 6d: After stirring for 20h the additional portion of enamine 4d (0.15equiv) was added and the mixture was left at ambient temperature for 4 days. After removing of solvent (50C/5 Torr) the residue was dissolved in CHCl3 (30mL), washed with water, satd NaHCO3 and brine. Compound 6d was isolated using column chromatography on silica (EtOAc-nHexane 1:1, Rf?0.25).

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. 33097-11-9, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Chizhova, Maria E.; Bakulina, Olga Yu.; Ivanov, Alexander Yu.; Lobanov, Pavel S.; Dar’in, Dmitrii V.; Tetrahedron; vol. 71; 36; (2015); p. 6196 – 6203;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia