Month: September 2021

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

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

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

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

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

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. 89793-12-4, name is Ethyl 2-chloropyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 89793-12-4

To a solution of compound 4 (2.29 g 10 mmol) in dioxane (50 ml) was added compound 5 (1.87 g, 1.0 equiv.) and DIPEA (2.58 g, 2.0 equiv.). The mixture was heated overnight at 110-120° C. The resulting mixture was directly purified on silica gel column to afford the coupled product, compound 6, as a white solid (1.37 g, 40percent).

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, 89793-12-4, Ethyl 2-chloropyrimidine-5-carboxylate.

Reference:
Patent; Acetylon Pharmaceuticals, Inc.; Quayle, Steven Norman; Jones, Simon Stewart; US2015/105383; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4318-56-3, 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 4318-56-3, name is 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

Isobutyl bromide (8.90 mL, 82.2 mmol) was added to a solution of 6-chloro-3-methyluracil (4) (12.0 g, 74.7 mmol) and potassium carbonate (12.4 g, 89.7 mmol) in DMSO (120 mL). The mixture was then heated to 60 C and stirred for 48 h. The mixture was then cooled to room temperature and diluted with water (40 mL) and brine (40 mL). The product was then extracted using diethyl ether (3×40 mL). The organic layers were combined, dried (MgSO4), filtered and concentrated in vacuo to provide title compound 6 (13.7 g, 84%) as an orange oil. This was used directly in the next step without further purification. Spectroscopic data were consistent with the literature.17 1H NMR (400 MHz, CDCl3) delta 0.96 (6H, d, J=6.8Hz, CH(CH3)2), 2.11-2.22 (1H, m, 2?-H), 3.34 (3H, s, 3-CH3), 3.90 (2H, d, J=7.6Hz, 1?-H2), 5.92 (1H, s, 5-H); 13C NMR (101 MHz, CDCl3) delta 19.7 (2×CH3), 28.1 (CH3), 28.3 (CH), 53.5 (CH2), 101.9 (CH), 146.0 (C), 151.2 (C), 160.9 (C); MS (CI) m/z 217 (M+H+, 95%), 183 (17), 69 (10).

According to the analysis of related databases, 4318-56-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; O’Rourke, Kerry M.; Johnstone, Erin S.; Becker, Holger M.; Pimlott, Sally L.; Sutherland, Andrew; Tetrahedron; vol. 74; 30; (2018); p. 4086 – 4094;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 116247-92-8, 1-Pyrimidin-2-yl-piperidin-4-one, 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 C9H11N3O, blongs to pyrimidines compound. Computed Properties of C9H11N3O

To a solution of LDA (prepared from diisopropylamine (167.4 mg, 1.658 mmol) and n-BuLi (2.5 M in hexanes, 0.663 ml, 1.658 mmol) at -78 C., was added a solution of the above 1-pyrimidin-2-yl-piperidin-4-one (320 mg, 1.382 mmol). The mixture was stirred at the same temperature for 1 hour, followed by the addition of PhNTf2 (543.1 mg, 1.52 mmol). The reaction mixture was warmed up to room temperature and stirred for 3 hours before it was quenched with the addition of saturated ammonium chloride (15 ml) and EtOAc (40 ml). After separation of the layers, the aqueous phase was extracted with EtOAc (2*10 ml). The combined organic layers were washed with brine (10 ml), dried (MgSO4), filtered, and concentrated under reduced pressure to furnish the crude product. This material was purified by column chromatography (20% EtOAc/hexanes) to give the corresponding triflate (210.7 mg, 49%) as a white solid as long with recovered starting material (142.9 mg): 1H NMR (CDCl3, 400 MHz) delta 8.37 (d, J=6.4 Hz, 2 H), 6.59 (t, J=6.4 Hz, 1 H), 5.91 (m, 1 H), 4.41 (m, 2 H), 4.11 (t, J=5.6 Hz, 2 H), 2.55 (m, 2 H); MS calc’d for C10H11F3N3O3S [M+H]+: 310; Found: 310.

The synthetic route of 116247-92-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Barbosa, Joseph; Dong, Li; Fink, Cynthia Anne; Wang, Jiancheng; Zipp, G. Gregory; US2006/258672; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 5177-27-5, 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. 5177-27-5, name is 5-Amino-2,4-dichloropyrimidine, molecular formula is C4H3Cl2N3, 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.

A round-bottomed flask equipped with a magnetic stirrer was added 2,4-dichloropyrimidin-5-amine (1.89 g, 11.52 mmol), DIPEA (8.05 ml, 46.1 mmol), morpholine-3-carboxylic acid (1.66 g, 12.68 mmol), and DMSO (5 ml). The reaction was stirred at 100 C. overnight. The reaction mixture was poured into water and extracted with EtOAc 3 times. The pH of the aqueous layer was adjusted (about 5) with 10% citric acid and extracted again with EtOAc. The combined organic layer dried over MgSO4, filtered, and concentrated in vacuo to furnish a tan solid. The solid was triturated in diethyl ether containing a small amount of EtOH, filtered, and dried to give 2-chloro-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one: 1.95 g (70.3%). MS [M+H] found 241.

According to the analysis of related databases, 5177-27-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2011/53921; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 2557-79-1, 6-Methyl-2-(trifluoromethyl)pyrimidin-4(3H)-one, 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, 2557-79-1, blongs to pyrimidines compound. Product Details of 2557-79-1

EXAMPLE VI O,O-Diethyl O-(6-methyl-2-(trifluoromethyl)-4-pyrimidinyl)phosphate STR9 A mixture of 3.6 g of 6-methyl-2-(trifluoromethyl)-4-pyrimidinol, 5.0 g of finely powdered potassium carbonate, 40 ml of acetonitrile and 3.45 g of O,O-diethyl chlorophosphate was stirred and heated under reflux for one hour. At this time, no more of the starting phosphorus compound could be detected by glc. The salts were removed by filtration and the filtrate concentrated under reduced pressure. The residue was taken up in ether, the ether solution washed twice with 5 percent aqueous sodium hydroxide solution, once with saturated sodium chloride solution and dried over anhydrous sodium sulfate. The ether was removed in a rotary evaporator leaving 4.0 g of the above-indicated product as an amber colored oil having a refractive index of nd25 =1.4327. The IR and NMR spectra were in agreement with the desired structure. Upon analysis, the product was found to have carbon, hydrogen and nitrogen contents of 38.41, 4.57 and 9.11 percent, respectively, as compared with the theoretical contents of 38.22, 4.49 and 8.92 percent, respectively, as calculated for the above-named structure (Compound 6).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2557-79-1, its application will become more common.

Reference:
Patent; The Dow Chemical Company; US4575499; (1986); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia