Day: January 14, 2021

Adding a certain compound to certain chemical reactions, such as: 591-55-9, 5-Aminopyrimidine, 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, 591-55-9, blongs to pyrimidines compound. Formula: C4H5N3

aminopyrimidine (2) (504mg, 5.0mmol), 2-chloropyrazine (1) (0.54mL, 6.0mmol), Pd2(dba)3 (138mg, 0.15mmol), XantPhos (175mg, 0.30mmol) and Cs2C03 (3.29g, 10.1 mmol) were added sequentially with continued degassing. The reaction mixture was degassed with Ar(g) for a further 10min then heated up to 90C overnight. Once cooled down to rt, it was poured into H20 (25ml_) and extracted with EtOAc (3 x 35ml_). The combined organic extracts were dried over MgS04, filtered, concentrated in vacuo and purified by silica gel column chromatography with CH2CI2/MeOH (1 :0-12: 1 ). The residue was re-dissolved in CH2CI2/MeOH (4: 1 , 50ml_) and swirled with MP-TMT resin (1.2g, 1.3mmol/g) at rt overnight. The solution was filtered, the resin washed with CH2CI2/MeOH (4:1 , 100ml_) and the filtrate concentrated in vacuo. Purification by silica gel column chromatography with EtOAc/MeOH (1 :0-16:1 ) then reverse-phase column chromatography with H20/MeCN (1 :0-9: 1 ) yielded (3) as an off-white solid (66mg, 8%). (0709) LCMS (ES): Found 174.1 [M+Hf.1H NMR (300 MHz, DMSO-cf6), d: 9.13 (s, 2H), 8.77 (s, 1 H), 8.30 (d, J=1.3 Hz, 1 H), 8.20 (dd, J= 2.8, 1.3 Hz, 1 H), 8.04 (d, J= 2.8 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,591-55-9, its application will become more common.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 17573-78-3, 4,5,6-Trifluoropyrimidine, 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, 17573-78-3, blongs to pyrimidines compound. Formula: C4HF3N2

Example 1 To a mixture obtained by adding 110.0 g of 4,5,6-trifluoropyrimidine, 114.6 g of potassium carbonate and 16.6 g of triethylamine to 220.0 g of toluene, 60.4 g of 2-butyn-1-ol is added dropwise at 25 to 30C over one hour, followed by stirring at 30C. Then, 220.0 g of water is added dropwise into the reaction mixture, followed by stirring. Then, 85.4 g of 3, 3-dimethylpyrrolidine is added dropwise and, after the mixture is stirred at 30C, the reaction mixture is allowed to stand. After separating into the organic layer and the aqueous layer, the aqueous layer is removed and the organic layer is washed once with 220.0 g of 5% hydrochloric acid and then washed once with 220.0 g of water. The organic layer is concentrated to obtain 4-(2-butynyloxy)-5-fluoro-6-(3,3-dimethylpyrrolidin-1-yl)py rimidine (hereinafter referred to as the present compound (1)).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17573-78-3, its application will become more common.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP2011795; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3438-46-8 ,Some common heterocyclic compound, 3438-46-8, molecular formula is C5H6N2, 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.

PREPARATION H 4-Formylpyrimidine A solution of 4-methylpyrimidine (10 g, 0.106 mole) in 100 ml dioxane was treated with 11.8 g selenium dioxide at room temperature and the mixture was heated at 100 C. for 15 hours. After adding 2.5 g selenium dioxide, heating was continued one hour, the mixture cooled, filtered, and the cake washed with ethyl acetate. The filtrate and washings were evaporated to dryness in vacuo . The residual dark oil was taken up in methylene chloride, filtered and the solvent evaporated. The residue was crystallized from a small amount of methylene chloride to provide the title aldehyde. 1H-NMR(CDCl3)ppm (delta): 7.87 (dd, 1H), 9.06 (d, 1H), 9.43 (d, 1H), 10.0 (s, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3438-46-8, its application will become more common.

Reference:
Patent; PFIZER INC.; EP150984; (1991); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 23945-44-0, 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.23945-44-0, name is 2,4-Dihydroxypyrimidine-5-carboxylic acid, molecular formula is C5H4N2O4, molecular weight is 156.0963, as common compound, the synthetic route is as follows.

To a 25 ml three-necked flask was added uracil-5-carboxylic acid (1 g, 6.4 mmol)N, N-dimethylaniline (1.09 g, 9. 0 mmol) was added dropwise to a solution of phosphorus oxychloride (9.83 g, 64. lmmol) under ice-cooling.After the dropwise addition, the ice bath was heated to 110 C for 4 hours. After the reaction solution was cooled, it was slowly added to the ice water for quenching.The aqueous phase was extracted with ethyl acetate and the organic phase was washed twice with water, once with saturated brine, dried over anhydrous sodium sulfate and concentrated to give 960 mg of crude oil as an oil, 2,4-dichloro-5-pyrimidinecarboxylic acid Purification is used directly for the next step

Statistics shows that 23945-44-0 is playing an increasingly important role. we look forward to future research findings about 2,4-Dihydroxypyrimidine-5-carboxylic acid.

Reference:
Patent; SUZHOU WANGSHAN WANGSHUI BIOMEDICAL CO LTD; TOPHARMAN SHANGHAI CO LTD; SHANDONG TOPHARMAN PHARMACEUTICAL CO LTD; TIAN, GUANGHUI; LI, JUNQI; (17 pag.)CN104650045; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5466-43-3, 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 5466-43-3 as follows.

A mixture of 2,4-dichloro-6,7-dihydro-5H-cyclopentapyrimidine (0.47 g, 2.5 mmol), tert-butylamine (1.25 ml, 11.8 mmol) and isopropanol (5 ml) was heated at reflux for 8 to 18 hours. After evaporation of volatiles the mixture was purified by flash chromatography over silica gel to afford the title compound as a white solid (0.36 g, 64% yield).1HNMR (CDCl3, 300 MHz) delta 4.43 (bs, 1H), 2.87 (t, J=7.8 Hz, 2H), 2.58 (t, J=7.8 Hz, 2H), 2.15-2.07 (m, 2H), 1.47 (s, 9H).LC-MSD (ES+): (m/z) 226 [(M+H)+, 100].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5466-43-3, its application will become more common.

Reference:
Patent; Dr. Reddy’s Laboratories Ltd.; US2010/144731; (2010); 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 1753-50-0, name is 2-Chloropyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Chloropyrimidine-5-carbonitrile

To a stirred solution of compound BW (0.4 g, 2.86 mmol) in ethanol (10 mL), 2-chloropyrimidine-5-carbonitrile (AF, 0.77 g, 5.0 mmol) and DIPEA (2.6 mL, 14.3 mmol) were added and the reaction mixture was heated to 90C for 4h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using 50% EtOAc/hexane to afford compound BX (0.5 g, 50%) as an off white solid. LC-MS: m/z 374.05 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 1753-50-0.

Reference:
Patent; VPS-3, INC.; YATES, Christopher, M.; (397 pag.)WO2018/165520; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 50593-92-5, 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. 50593-92-5, name is 5-Bromo-2-(methylthio)pyrimidine-4-carboxylic acid, molecular formula is C6H5BrN2O2S, 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 solution of 5-bromo-2-(methylthio)pyrimidine-4-carboxylic acid (110 g, 0.44 mol) in methanol (1.1 L) was cooled to 0C with stirreing. Thionyl chloride (50 mL, 0.66 mol) was added dropwise to the solution. The solution was slowly heated and the reaction was conducted under reflux with heating for four hours. The completion of the reaction was monitored by LC/MS and TLC and the solution was cooled to room temperature. The volatiles were distilled away under reduced pressure, and the residue was dissolved in ethyl acetate (1 L). The solution was washed with aqueous 10% sodium carbonate solution (200 mL) three times and with saturated brine (200 mL) twice. The resulting organic phase was dried over anhydrous magnesium sulfate. The solid was filtered out, and the filtrate was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to give the title compound (88 g, yield: 75%).

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 50593-92-5, 5-Bromo-2-(methylthio)pyrimidine-4-carboxylic acid.

Reference:
Patent; Teijin Pharma Limited; MIZUNO, Tsuyoshi; SHIMADA, Tomohiro; UNOKI, Gen; MARUYAMA, Akinobu; SASAKI, Kosuke; YOKOSAKA, Takuya; TAKAHASHI, Hiroshi; HORIE, Kyohei; SAKAI, Yuri; (181 pag.)EP3546458; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 33097-11-9, 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 33097-11-9, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

4.17 6-Acetyl-7-methyl-2-(methylsulfanyl)pyrido[2,3-d]pyrimidine-4(3H)-one (13) To a stirred solution of aldehyde 1 (500 mg, 2.24 mmol) in 3.5 mL of DMF was added enamine 12 (250 mg, 2.52 mmol) followed by addition of a few drops of satd ethereal HCl. Mixture was stirred at ambient temperature for 5 h. Crystals formed were filtered, washed thoroughly with MeCN (10 mL) and dried at 110 C/5 Torr to give the titled compound (256 mg, 46%) as light pink powder, mp 265-267 C (MeCN; decomp.); numax(KBr) 3417 (br), 3008, 2731, 2625, 1726, 1716, 1690, 1627, 1524, 1426, 1371, 1345, 1263, 1227, 1163, 1108, 960, 794; deltaH (400 MHz, DMSO-d6, 60 C) 10.40 (1H, s, NH), 8.77 (1H, s, 5-H), 2.76 (3H, s, 7-CH3), 2.65 (3H, s, ?OCH3), 2.63 (3H, s, SCH3); deltaC (100.6 MHz, DMSO-d6, 60 C) 198.9 (COCH3), 165.1 (2-C), 164.0 (7-C), 161.3 (4-?), 157.3 (8a-C), 138.8 (5-C), 130.5 (6-C), 113.2 (4a-?), 29.8 (7-CH3), 24.6 (COCH3), 13.6 (SCH3); HRMS (ESI): MH+, found 250.0632. [C11H12N3O2S]+ requires 250.0645.

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 33097-11-9, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde.

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

Application of 2972-52-3, 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. 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride, molecular formula is C5HCl3N2O, 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 the 2,4-dichloropyrimidine-5-carbonyl chloride (24 mmol) in THF (24 ml) is added H2O (0.64 ml) at room temperature. The reaction mixture is stirred at room temperature for 0.83 h and then diluted with HaO. The mixture is extracted with AcOEt. The organic extracts are washed with brine, dried over Na2SO4, filtered, and concentrated in vacua to give the crude titled compound; 1H NMR (CDCI3) 5 6.80 (brs, 1H), 9.18 (s, 1H).

According to the analysis of related databases, 2972-52-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2006/18284; (2006); 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. 2380-63-4, name is 1H-Pyrazolo[3,4-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below., Product Details of 2380-63-4

A mixture of lH-Pyrazolo[3,4-d]pyrimidin-4-ylamine (11.75 g, 0.09 mol) (Step A) and N-iodosuccinimide (25.45 g, 0.11 mol) in dimethylformamide (300 ml) was stirred at 50 C for 24 hr. A second batch of N-iodosuccinimide (3.92 g, 0.02 mol) was added and the solution stirred for additional 24 hr. Upon standing at room temperature, a precipitate was formed which was separated by filtration and washed with dimethylformamide and ethanol to afford 10.05 g of the title compound. The filtrate was concentrated in vacuo to about one half of the original volume and 500 ml of water was added. The precipitated product was separated by filtration and washed with ethanol to afford a second batch of the product (10.53 g, combined yield 20.58 g, 90.6 %); LC/MS, API-ES, Pos, (M+H)+, 262.1.

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, 2380-63-4, 1H-Pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; FOLDRX PHARMACEUTICALS, INC.; WHITEHEAD INSTITUTE FOR BIOMEDICAL RESEARCH; WO2007/126841; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia