Category: pyrimidines

Related Products of 13162-26-0, 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. 13162-26-0, name is 2,4-Dichloro-6-methyl-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

Isopropylamine(4.5ml) and N,N-diisopropylethylamine(13.2ml) were dissolved into 150ml dichloromethane. The mixture was added dropwise to a solution of 2,4-dichloro-5-nitro-6-methylpyrimidine(10.7g) in dichloromethane(30ml) at 0C. After the completion of the dropwise addition, the mixture was kept at the same temperature to react for half an hour. Purification was conducted by a column chromatography to obtain a bright-yellow solid(10.2g) in a yield of 86.8%. 1H NMR(400 MHz, CDCl3): delta 8.01(s, 1H), 4.48(m, J=4.1, 1H), 2.72(s, 3H), 1.32(d, J=6.8Hz, 6H)ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13162-26-0, 2,4-Dichloro-6-methyl-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Si Chuan University; CSPC Zhongqi Pharmaceutical Technology (Shijiazhuang) Co., Ltd.; YANG, Shengyong; WEI, Yuquan; EP2578584; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 7431-45-0, 2-Phenylpyrimidine, 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, 7431-45-0, blongs to pyrimidines compound. category: pyrimidines

General procedure: [Cp*RhCl2]2 (2.5 mol %), Cu(OTf)2 (5 mol %), 1a (0.2 mmol), 2a (0.6 mmol, 3 equiv) and DCE (2 mL) were added to a test tube. The reaction mixture was stirred at 90 oC for 12 h. After that, the solvent was removed under reduced pressure and the residue was purified by silica gel chromatography using PE/EA (5:1) to afford the title compound 4a.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7431-45-0, its application will become more common.

Reference:
Article; Jin, Chen; Wang, Guimin; Yang, Xueyan; Zhu, Weiliang; Yang, Yaxi; Tetrahedron Letters; vol. 59; 21; (2018); p. 2042 – 2045;,
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 14080-23-0, name is 2-Cyanopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Cyanopyrimidine

General procedure: The nitrile (or combination of two different nitriles) and zinc triate (0.05 eq to the total nitrile content) were combined. When this did not yield a clear solution this was achieved by shortly heating the mixture at 60 C or by the addition of a minimum amount of Et0H. When a clear solution was obtained hydrazine monohydrate (2 eq to the total nitrile content) was added at once and the mixture was stirred at 60 C for typically 16 h, after which the volatiles were removed in vacuo. A1. Oxidation of dihydrotetrazine precursor ([2H]-TZ) having NHBoc functionality: The crude mixture containing [2H]-TZ was divided between CHC13 and H90 and the aqueous layer was extracted with CHC13 (3x). The organic layer was dried with Na2SO4, filtrated and the volatiles were removed in vacuo. Thecrude [2H]-TZ was dissolved in CH2C12 and PhI(OAc)2 (1.5 eq) was added. The mixture was stirred at room temperature until HPLC-PDAIMS indicated full conversion of [2H]-TZ to TZ (typically 2 to 4 h).

With the rapid development of chemical substances, we look forward to future research findings about 14080-23-0.

Reference:
Patent; TAGWORKS PHARMACEUTICALS B .V.; ROBILLARD , Marc Stefan; VERSTEEGEN, Ronny Mathieu; ROSSIN, Raffaella; HOUBEN, Freek Johannes Maria; VAN KASTEREN, Sander Izaak; (261 pag.)WO2019/212356; (2019); 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. 23945-44-0, name is 2,4-Dihydroxypyrimidine-5-carboxylic acid, molecular formula is C5H4N2O4, 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: 2,4-Dihydroxypyrimidine-5-carboxylic acid

(a) (2,4-dichloropyrimidin-5-yl’)(2-methylmorpholino’)methanone (compound 3) Phosphorus pentachloride (128.1 g, 0.615 mol) was added portionwise to a stirred mixture of 2,4-dihydroxypyrimidine-5-carboxylic acid (compound 1) (26.7 g, 171 mmol, Alfa Aesar) in phosphorous oxychloride (122.2 ml_, 1.29 mol) at RT. The reaction mixture was heated to 115 C and stirred overnight. The reaction was cooled to RT and the volatiles were removed under vacuum. The residue was diluted with cyclohexane and filtered. The filtrate was evaporated under reduced pressure to give 2,4-dichloropyrimidine-5-carbonyl chloride (compound 2) as a yellow oil (37.9 g). This material was used in the next step without further purification. A solution of 2-methylmorpholine (Intermediate B) (4.91 g, 48.6 mmol, Enamine) and DIPEA (8.5 ml_, 48.8 mmol) in DCM (60 ml.) was added dropwise over 30 minutes to a stirred solution of 2,4-dichloropyrimidine-5-carbonyl chloride (compound 2) (9.34 g, 44.2 mmol) in DCM (242 ml.) at 0 C. The reaction mixture was stirred for 2 h at 0 C and then quenched with H20. The phases were separated and the organic phase washed with 0.5 M HCI, H20, dried over Na2S04 and then evaporated under reduced pressure. The residue was purified by flash column chromatography (Cyclohexane/EtOAc 6/4 to 4/6) to give desired (2,4- dichloropyrimidin-5-yl)(2-methylmorpholino)methanone (compound 3) as a colourless oil which solidified on standing (11.02 g, 90% yield). It will be appreciated by the skilled artisan that the above reaction may be carried out using 2-methylmorpholine hydrochloride salt (Intermediate B, hydrochloride salt), in which case an extra one equivalent of base (DIPEA) may be used in the reaction. Alternatively, 2-methylmorpholine hydrochloride salt may be converted to 2-methylmorpholine free base by treatment with a suitable base (e.g. DIPEA) prior to being employed in the reaction. MS (+ve ion electrospray): m/z 276 [MH+]

With the rapid development of chemical substances, we look forward to future research findings about 23945-44-0.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; UNIVERSITY OF DUNDEE; MILES, Timothy James; THOMAS, Michael George; (60 pag.)WO2016/116563; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1224944-77-7, 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.1224944-77-7, name is Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate, molecular formula is C9H8ClN3O2, molecular weight is 225.63, as common compound, the synthetic route is as follows.

Chiral amine ((S) -2- (2-((R) -1-aminoethyl) -4-fluorophenoxy) propyl-3,3,3-d3) carbamic acid tert-butyl ester (10g ) And 5-chloropyrazolo [1,5-a] pyrimidine-3-carboxylic acid ethyl ester (10g)Diisopropylethylamine base (6.5g) in n-butanol solvent (50mL)The target compound was obtained by condensation at 114-120 C for 8 hours.

Statistics shows that 1224944-77-7 is playing an increasingly important role. we look forward to future research findings about Ethyl 5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylate.

Reference:
Patent; Jiao Yuqi; (29 pag.)CN110577549; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 13479-88-4, 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. 13479-88-4, name is 5,7-Dichlorothiazolo[5,4-d]pyrimidine, molecular formula is C5HCl2N3S, 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.

Step 5N-(3-(2-Oxa-6-azaspiro[3.3]heptan-6-yl)phenyl)-5-chlorothiazolo[5,4-d]pyrimidin-7-amine Procedure:A mixture of 5,7-dichlorothiazolo[5,4-d]pyrimidine (108 mg, 0.526 mmol), 3-(2-oxa-6-azaspiro[3.3]heptan-6-yl)aniline (100 mg, 0.526 mmol) and DIEA (102 mg, 0.789 mmol) in 5 mL of DMSO was stirred at room temperature for 16 hours. The mixture was poured into water and the precipitate was filtered. The crude N-(3-(2-oxa-6-azaspiro[3.3]heptan-6-yl)phenyl)-5-chlorothiazolo[5,4-d]pyrimidin-7-amine (160 mg, 85%) was used into the next step without purification. LC-MS: 360 [M+H]+, tR=1.53 min.

According to the analysis of related databases, 13479-88-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hermann, Johannes Cornelius; Lowrie, JR., Lee Edwin; Lucas, Matthew C.; Luk, Kin-Chun Thomas; Padilla, Fernando; Wanner, Jutta; Xie, Wenwei; Zhang, Xiaohu; US2012/252777; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 514854-12-7, 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 514854-12-7 as follows.

A suspension of 2,4-diamino-6-ethylpyrimidine (0.8750 g, 5.00 mmol) and iodine monochloride (0.40 mL, 7.50 mmol) in methanol (15 mL) was stirred at roomtemperature for 2 hours. Water (5 mL) was added and adjusted pH to 7 with 10% aq NaOH. The reaction was extracted 3 times with ethyl acetate (15 mL each), dried over anhydrous MgSO4 and evaporated. The product was obtained as a light brown solid (1.1355 g, 86% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,514854-12-7, its application will become more common.

Reference:
Patent; NATIONAL SCIENCE AND TECHNOLOGY DEVELOPMENT AGENCY; KAMCHONWONGPAISON, Sumalee; CHAROENSETAKUL, Netnapa; PEEWASAN, Krisana; VANICHTANANKUL, Jarunee; RATTANAJAK, Roonglawan; TAWEECHAI, Supannee; ANUKUNWITHAYA, Tosapol; YOOMUANG, Aphisit; YUTHAVONG, Yongyuth; VILAIVAN, Tirayut; (44 pag.)WO2017/52479; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 56686-16-9, 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 56686-16-9, name is 5-Bromo-2,4-dimethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred anhydrous THF containing 5-bromo-2,4-dimethoxypyrimidine (0.29g, 1.3mmol) was added dropwise a 2.5M n-BuLi/hexane solution (0.6mL, 1.4mmol) at 195K under argon atmosphere. After 30min, 8a (0.52g, 1.3mmol) was added and the reaction mixture was stirred for 2h at this temperature. The reaction was allowed to warm to room temperature and quenched by addition of water. The product was extracted with diethyl ether. Then the combined organic layers were dried over MgSO4, filtered and concentrated. Column chromatography on SiO2 with petroleum ether and ethyl acetate (v/v=6/1) as the eluent afforded 0.35g of 1o as a colorless solid in 52% yield.

According to the analysis of related databases, 56686-16-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Hongliang; Pu, Shouzhi; Liu, Gang; Chen, Bing; Dyes and Pigments; vol. 102; (2014); p. 159 – 168;,
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.938443-20-0, name is 2,4,7-Trichloropyrido[2,3-d]pyrimidine, molecular formula is C7H2Cl3N3, molecular weight is 234.4699, as common compound, the synthetic route is as follows.Recommanded Product: 2,4,7-Trichloropyrido[2,3-d]pyrimidine

e) 4-Amino-2, 7-dichloropyridopyrimidines (Inter. 6); To a cooled (0-50C) stirred solution (0.1 M) of the trichloro substrate (Inter. 5)(1 equiv.) in CH2Cl2 was added diisopropylethylamine (1 equiv.) in a dropwise fashion. The appropriate amine (1 equiv.) was then added to the reaction mixture portionwise over the period of 1 hour. The solution was maintained at room temperature with stirring for a further 1 hour before the mixture was washed with water (2 x 1 reaction volume). The aqueous extracts were combined and extracted with CH2Cl2 (2 x 1 reaction volume). The organic extracts were then combined, dried (sodium sulphate), filtered and concentrated in vacuo to give an oily residue which solidified upon prolonged drying. The solid was triturated with diethylether and then filtered and the cake washed with cold diethyl ether to leave the title compound in suitable clean form to be used without any further purification.; Inter. 6a: 2,7-Dichloro-4-morpholin-4-yl-pyrido[2,3-d]pyrimidine; R4= morpholino; (92% yield, 90% purity) m/z (LC-MS, ESP): 285 [M+H]+ R/T = 3.90 mins

At the same time, in my other blogs, there are other synthetic methods of this type of compound,938443-20-0, 2,4,7-Trichloropyrido[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; KUDOS PHARMACEUTICALS LIMITED; WO2007/60404; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 33097-11-9, 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.33097-11-9, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde, molecular formula is C6H4Cl2N2OS, molecular weight is 223.0798, as common compound, the synthetic route is as follows.

To a solution of pyrimidine (1.55 g, 7.0 mmol) from step (a) in THF (20 mL) was added Et3N (1.5 equiv, 10.5 mmol, 1.5 mL). The solution was then cooled to 00C, followed by dropwise addition of ethyl-2-mercapto -acetate (1 equiv, 0.77 mL). The mixture was stirred for Ih at 00C. After this time, the reaction was concentrated, triturated with hexanes and filtered. The mother liquor was concentrated and subjected to silica gel chromatography (88:12 hexanes/ethyl acetate). Concentration of the desired fractions afforded 1.6g of the desired compound as a white solid (5.2 mmol, 75%). 1H NMR (CDCl3, 300 MHz) delta 10.43 (s, IH), 4.22 (q, 2H, J=7.2 Hz), 3.90 (s, 2H), 2.60 (s, 3H), 1.28 (t, 3H, J=7.2 Hz). CHN CaIcM fOr CiOHi1ClN2O3S2: C, 39.15; H, 3.61; N, 9.13. Found: C, 39.29; H, 3.50; N, 9.05.

Statistics shows that 33097-11-9 is playing an increasingly important role. we look forward to future research findings about 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2007/84560; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia