Day: March 16, 2021

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. 767-15-7, name is 2-Amino-4,6-dimethylpyrimidine, molecular formula is C6H9N3, 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: 2-Amino-4,6-dimethylpyrimidine

General procedure: For the synthesis of 2, the solution of sulfurisocyanatidic chloride (7.2mmol) in 20mL toluene was added to the solution of 1 (6.0mmol) in 20mL toluene dropwise at room temperature. The reactant was heated to 140C and then the reaction proceeded for 18h under reflux. Subsequently, the mixture was cooled down to room temperature and remaining sulfurisocyanatidic chloride was removed under reduced pressure, together with the solvent. Without further purification, the resulting yellow oil 2 was dissolved in 10mL anhydrous acetonitrile and after that it was added slowly to 5mmol of 3, which was also dissolved in 10mL anhydrous acetonitrile beforehead in ice bath. After stirring for 24hat room temperature, acetonitrile was removed under reduced pressure and saturated sodium bicarbonate was added to product 4. Product 5 precipitated easily and it was further purified by recrystallization from petroleum ether/acetone in 1:1 ratio in high yields. 15% hydrochloric acid was added to aqueous solution of 5 under stirring and corresponding acidified product 4 precipitated out easily in high yields.

With the rapid development of chemical substances, we look forward to future research findings about 767-15-7.

Reference:
Article; Wu, Ren-Jun; Ren, Tongtong; Gao, Jie-Yu; Wang, Li; Yu, Qilin; Yao, Zheng; Song, Guo-Qing; Ruan, Wei-Bin; Niu, Cong-Wei; Song, Fu-Hang; Zhang, Li-Xin; Li, Mingchun; Wang, Jian-Guo; European Journal of Medicinal Chemistry; vol. 162; (2019); p. 348 – 363;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 49844-90-8, 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. 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine, molecular formula is C5H5ClN2S, 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.

To a solution of 4-chloro-2-(methylthio)-pyrimidine (21,9.90 g, 61.6 mmol) in MeOH (28 mL) and MeCN (20 mL)mixed solution, NBS (13.16 g, 73.9 mmol) was added(2 ¡Á 6.58 g). After the additions, the reaction mixture wasstirred at room temperature. After quenching with saturatedNa2SO3solution, the solution was extracted with DCMand saturated NaHCO3solution three times. The combinedorganic phases were dried over MgSO4,filtered, and concentrated in vacuo. The residue was purified by passingthe organic extract through a silica gel column using PE/EA(25:1) to give the product 22 (Elliott 1981). White solid;yield 73%; m.p. 48.5-50.1 C; 1H NMR (300 MHz, CDCl3)delta 8.54 (s, 1H), 2.55 (s, 3H); 13C NMR (75 MHz, CDCl3)delta172.1, 159.5, 114.1, 14.7; HRMS ([M + H]+): m/z calcd for[(C5H4BrClN2S) + H]+: 240.90254, found: 240.90203.

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 49844-90-8, 4-Chloro-2-(methylthio)pyrimidine.

Reference:
Article; Li, Shu-ting; Chen, Jun-qing; Feng, Cheng-liang; Yang, Wan-feng; Ji, Min; Chemical Papers; vol. 73; 12; (2019); p. 3043 – 3051;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, 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, Application In Synthesis of 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, blongs to pyrimidines compound. Application In Synthesis of 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine

TMSOTf (1.04 g, 4.72 mmol) and DBU (532 mg, 3.54 mmol) were added to a solution of 5b (520 mg, 1.18 mmol) and 4,6-dichloro-1H-pyrazolo[3,4-djpyrimidine (220 mg, 1.18 mmol) in MeCN (14 mL) successively. After the reaction mixture was stirred at rt for 2 h, it was poured into sat.aq. NaHCO3 and extracted with EtOAc. The organic layer was washed with brine, dried and concentrated in vacuo. The residue was purified by column chromatography (Si02, 33% EtOAc petroleum ether) to afford the title compound (5c) (250 mg, 38% yield) as a mixture of two diastereomers.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ORIC PHARMACEUTICALS, INC.; DU, Xiaohui; EKSTEROWICZ, John; FANTIN, Valeria R.; JACKSON, Erica L.; SUN, Daqing; YE, Qiuping; MOORE, Jared; ZAVOROTINSKAYA, Tatiana; (262 pag.)WO2019/90111; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 873-83-6 ,Some common heterocyclic compound, 873-83-6, molecular formula is C4H5N3O2, 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: A mixture of 2-hydroxynaphthalene-1,4-dione (0.17 g, 1 mmol), 4-chlorobezaldehyde(0.14 g, 1 mmol), 6-amino-uracil (0.12 g, 1 mmol), and p-TSA (0.05 g) in refluxing water (5 mL) was stirred for 6 h. After completion of the reaction as confirmed by thin-layer chromatography (TLC) (eluent EtOAc=n-hexane, 1:3), the reaction mixture was cooled to room temperature. The precipitated product was separated by filtration, washed three times with water and 5mL acetone, and dried at 60?70 ¡ãC. Corresponding products were analytically pure without recrystallization.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,873-83-6, its application will become more common.

Reference:
Article; Azizian, Javad; Delbari, Akram Sadat; Yadollahzadeh, Khadijeh; Synthetic Communications; vol. 44; 22; (2014); p. 3277 – 3286;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 13544-44-0, 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 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To 2,4-dichloro-5-iodopyrimidine (4.00 g, 14.6 mmol), 2,4-difluorobenzylamine (2.26 mL, 19.0 mmol) and ethanol (44.2 mL) were added and the mixture was heated and stirred for 6 hours under reflux. A saturated aqueous sodium hydrogencarbonate solution was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine and then dried over anhydrous sodium sulfate, followed by evaporation of the solvent. The residue was triturated with diisopropyl ether and a small amount of isopropyl alcohol, and then the solid was collected by filtration to obtain 2-chloro-4-(2,4-difluorobenzyl)-5-iodopyrimidine (Compound A1a) (3.44 g, 62%).

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 13544-44-0, 2,4-Dichloro-5-iodopyrimidine.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1595869; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 7226-23-5 , The common heterocyclic compound, 7226-23-5, name is 1,3-Dimethyltetrahydropyrimidin-2(1H)-one, molecular formula is C6H12N2O, 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 29 3-Cyclopentyl-N-pyridin-2-yl-2-(4-pyridin-4-yl-phenyl)-propionamide A solution of diisopropylamine (17.1 mL, 122.21 mmol) in dry tetrahydrofuran (55 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (18 mL) was cooled to -78 C. under nitrogen and then treated with a 10M solution of n-butyllithium in hexanes (12.2 mL, 122.21 mmol). The yellow reaction mixture was stirred at -78 C. for 30 min and then treated dropwise with a solution of 4-iodophenylacetic acid (15.25 g, 58.19 mmol) in dry tetrahydrofuran (55 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (18 mL). The reaction mixture turned dark in color and was allowed to stir at -78 C. for 45 min, at which time, a solution of iodomethylcyclopentane (13.45 g, 64.02 mmol) in a small amount of dry tetrahydrofuran was added dropwise. The reaction mixture was allowed to warm to 25 C. where it was stirred for 42 h. The reaction mixture was concentrated in vacuo to remove tetrahydrofuran and then quenched with a 10% aqueous hydrochloric acid solution (100 mL). The resulting aqueous layer was extracted with ethyl acetate (3*200 mL). The combined organic extracts were washed with a saturated aqueous sodium chloride solution (1*200 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 70-230 mesh, 3/1 hexanes/ethyl acetate) afforded 3-cyclopentyl-2-(4-iodo-phenyl)-propionic acid (13.97 g, 70%) as a cream solid: mp 121-122 C.; EI-HRMS m/e calcd for C14H17IO2 (M+) 344.0273, found 344.0275.

The synthetic route of 7226-23-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Corbett, Wendy L.; Haynes, Nancy-Ellen; Sarabu, Ramakanth; US2002/2190; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1820-81-1, Adding some certain compound to certain chemical reactions, such as: 1820-81-1, name is 5-Chlorouracil,molecular formula is C4H3ClN2O2, 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 1820-81-1.

5-Chlorouracil (4.5 g, 30.82 mmol) was dissolved in phosphorus oxychloride (100 mL) and phosphorus pentachloride (19.2 g, 92.46 mmol) was added. The reaction mixture was heated at reflux overnight; it was then cooled to RT and the solvent was evaporated under reduced pressure. The residue was cooled to 0 0C and ice flakes were carefully added. The resulting mixture was stirred for 10 minutes; it was then partitioned between water and DCM. The organic phase was separated and washed 3 times with water. The aqueous layers were combined and extracted twice with DCM. The combined organic extracts were dried over Na2SO4, filtered and evaporated under reduced pressure to give f> o fQS% vipid) of 2,4, 5-trichloro-pyrimidine as a yellow oil without further purifications.

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. 1820-81-1, 5-Chlorouracil, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/28860; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 39906-04-2, 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.39906-04-2, name is 4,6-Dichloro-2-methylpyrimidin-5-amine, molecular formula is C5H5Cl2N3, molecular weight is 178.02, as common compound, the synthetic route is as follows.

Example 77 (1 S,2R)-2-(4-(diisobutylamino)-3-(3-(2-methylpyrimidin-5-yl)ureido)phenyl)cyclopropanecarboxylic acid 77A. 2-methylpyrimidine-5-amineA solution of 4,6-dichloro-2-methylpyrimidin-5-amine (2 g, 11.23 mmol) in ethylether (93 ml) was treated with sodium hydroxide (7.37 g, 184 mmol) in water (22.05 ml)and 10% palladium on carbon (0.161 g, 1.5 17 mmol). The mixture was shaken at rt on aParr shaker under 50 psi of H2 gas for 22 h. The reaction was filtered through Celite andthe filter cake was washed with DCM. The solvent from the filtrate was evaporated togive a yellow residue. The suspension was re-dissolved in DCM and water. The aqueous layer was neutralized to approximately pH 6 with 4N HC1, then extracted with DCM (3X). The combined organic phases were dried over anhydrous Na2SO4, filtered, and concentrated to afford a yellow residue. The aqueous phase still contained product, so thewater was evaporated to give a yellow solid. The solid was taken up in MeOH and DCM and filtered to remove all salts. The filtrate was evaporated to give a yellow residue. A total of two crops were obtained – one from the extraction and one from the aqueous layer. Each crop was purified by flash chromatography and combined to give 77A (off- white solid, 0.968 g, 8.87 mmol, 79 % yield). ?H NMR (400MHz, CHLOROFORM-d) oe8.14 (s, 2H), 3.60 (br. s., 2H), 2.61 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 39906-04-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; CHEN, Bin; CHEN, Libing; SEITZ, Steven P.; HART, Amy C.; MARKWALDER, Jay A.; WO2014/150677; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 733039-20-8, Adding some certain compound to certain chemical reactions, such as: 733039-20-8, name is 5-Bromo-2-chloro-N-cyclopentylpyrimidin-4-amine,molecular formula is C9H11BrClN3, 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 733039-20-8.

Compound 2 (10.0 g, 36.2 mmol, 1.0 eq) was added at room temperature.N-methylpyrrolidone (NMP, 50 mL),Crotonic acid (4.7 g, 54.6 mmol, 1.5 eq) and triethylamine (14.7 g, 144.9 mol, 4.0 eq).The container is passed through three times of nitrogen,PdCl 2 (0.195 g, 1.10 mmol, 0.03 eq) was added to the exhausted reaction mixture.Three more nitrogen passes.After the raw materials are stirred and dissolved at room temperature,Rapidly warm up to 75 C,The stirring reaction was closed for 6 h,Sampling (diluted with ethyl acetate),TLC detection (DCM: MeOH = 12:1),The starting compound 1 is completely reacted,Add acetic anhydride to react 0.5h sampling point plate,The intermediate reaction is complete,The reaction mixture will be brought to 20 C,Add triethylamine hydrobromide solution (100 mL),Stir for 1h,Filtering,Water washing,Get a gray solid. Add ethyl acetate to dissolve,Add anhydrous magnesium sulfate to dry the mixture,Insoluble matter (salt and insoluble catalyst) is filtered out,Wash with ethyl acetate.Concentrate the filtrate to a low volume,Add n-hexane,Beating at 65 C for 30 min,Cool to 20 C and stir for 1 h.Filtering the solid,Vacuum drying,Obtained a brownish yellow solid,That is, Compound 1 (9.04 g, yield 94.8%, purity 99.1%).

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. 733039-20-8, 5-Bromo-2-chloro-N-cyclopentylpyrimidin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Pharmaceutical Industry Institute; China Pharmaceutical Industry Zongyuan; Ma Qingtong; Shan Xiaoyan; Chen Xudong; Chen Yu; (7 pag.)CN108117550; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 49844-90-8, Adding some certain compound to certain chemical reactions, such as: 49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine,molecular formula is C5H5ClN2S, 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 49844-90-8.

4-Chloro-2-methylthiopyrimidine (9 g, 56.0 mmol) was added to 47% HI (55 mL) solution and the mixture was stirred at room temperature for 48 hours. The precipitated solids were filtered, dissolved in water (100 mL) and added 20% NaOH to adjust pH 8. The mixture was extracted with chloroform and the extract was washed with water and dried over MgSO4 and, subsequently, the solvent was evaporated. The residue was recrystallized from petroleum ether to give the title compound (9.5 g, 36.7 mmol, yield 67%).1H-NMR (CDCl3) delta: 2.54 (s, 3H), 7.41 (d, IH), 8.01 (d, IH)

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. 49844-90-8, 4-Chloro-2-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DONGBU HANNONG CHEMICALS CO., LTD.; WO2006/137658; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia