Day: September 27, 2021

Synthetic Route of 22536-61-4, Adding some certain compound to certain chemical reactions, such as: 22536-61-4, name is 2-Chloro-5-methylpyrimidine,molecular formula is C5H5ClN2, 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 22536-61-4.

[0397j 5-methyl-2-vinylpyrimidine, Example 11.01. A 3 L 3-necked round bottomed flask was fitted with a reflux condenser, a temperature controller and a septum and was charged with 2-chloro-5-methylpyrimidine (81 mL, 778 mmol), potassium vinyltrifluoroborate (156 g, 1167 mmol), triphenylphosphine (18.02 mL, 78 mmol), cesium carbonate (156 mL, 1945 mmol) and a large stir bar. Water (1565 mL) was added and the mixture was stirred for several minutes and then THF (244 mL) was added. Argon was bubbled through the mixture for 5 mm and then added palladium (II) chloride (1.72 g, 38.9 mmol) was added. The reaction was further sparged with argon for 5 mins. The temperature was raised to 62 C and stirring continued to completion. The reaction was then cooled to RT and filtered through two Whatman GF/F filter cups, rinsing with ether. The mixture was transferred to a separatory funnel, and the the layers were separated. The aqueous layer was further extracted with diethyl ether (4 x 200 mL). The organic layers were combined and dried over anydrous MgSO4 and then filtered. The mixture was partially concentrated on the roto evaporator at 20 C and 115 torr for an extended period of time to give an orange liquid. The material was further purified by Kugelrohr distillation to isolate the title compound (65.4 g, 70%) as a light yellow oil. ?HNMR(400MHz, CDC13)E2.31 (s, 3H), 5.68 (d,J10.56Hz, 1H), 6.55 (d,J17.22Hz, 1H), 6.86 (dd, J=17.41, 10.56 Hz, 1H), 8.54 (s, 2H). LCMS-ESI (pos.) mlz: 121.1 (M+H).

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. 22536-61-4, 2-Chloro-5-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; CHEN, Ning; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEIGNAN, Jeffrey; DRANSFIELD, Paul John; DU, Xiaohui; FU, Zice; HEATH, Julie Anne; HORNE, Daniel B.; HOUZE, Jonathan; KALLER, Matthew R.; KHAKOO, Aarif Yusuf; KOPECKY, David John; LAI, Su-Jen; MA, Zhihua; MCGEE, Lawrence R.; MEDINA, Julio C.; MIHALIC, Jeffrey T.; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; YANG, Kevin; YEH, Wen-Chen; DEBENEDETTO, Mikkel V.; FARRELL, Robert P.; HEDLEY, Simon J.; JUDD, Ted C.; KAYSER, Frank; (1266 pag.)WO2016/187308; (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 32779-36-5, name is 5-Bromo-2-chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C4H2BrClN2

[000295] Synthesis of 5 -bromo-2-iodopyrimidine (361): To a stirred solution of 5 -bromo-2- chloropyrimidine 360 (1 g, 5.16 mmol) in CH2C12 (10 mL) was added hydrogen iodide (5 mL, 57% aqueous solution) at -10 C; warmed to 0 C and stirred for 5 h. The reaction was monitored by TLC; after completion of the reaction, the reaction mixture was quenched with solid K2C03 (2 g), diluted with water (100 mL) and extracted with CH2C12 (2 x 100 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to obtain crude compound 361 (1.4 g, 94%) as yellow solid. TLC: 10% EtOAc/ hexanes (R 0.7); 1H-NMR (DMSO-d6, 400 MHz): oe 8.55 (s, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 32779-36-5.

Reference:
Patent; INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION; ASSEMBLY BIOSCIENCES, INC.; TURNER, William W.; ARNOLD, Lee Daniel; MAAG, Hans; ZLOTNICK, Adam; WO2015/138895; (2015); 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. 50270-27-4, name is 2,4,6-Trichloropyrimidine-5-carbaldehyde, 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. Application In Synthesis of 2,4,6-Trichloropyrimidine-5-carbaldehyde

To 2,4,6-trichloropyrimidine-5-carbaldehyde (582 mg, 2.75 mmol) in EtOH (7 mL) at -78 °C under argon was added 4-(2- hydrazinylethyl)morpholine hydrochloride (0.5 g, 2.75 mmol) followed by dropwise addition of TEA (1.72 mL, 12.37 mmol). The mixture was stirred at -78 °C for 2 h, then at 0 °C for 2 h. The mixture was concentrated under reduced pressure onto Celite and purified by silica gel chromatography eluting with 0-12percent MeOH in DCM to afford 4-(2-(4,6-dichloro-lH-pyrazolo[3,4-d]pyrimidin-l-yl)ethyl)morpholine (242 mg, 29percent) as a solid. LCMS (ESI) m/z 302 (M + H)+.

With the rapid development of chemical substances, we look forward to future research findings about 50270-27-4.

Reference:
Patent; AMBIT BIOSCIENCES CORPORATION; CHAO, Qi; HADD, Michael, J.; HOLLADAY, Mark, W.; ROWBOTTOM, Martin; WO2012/30924; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 183438-24-6, 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.183438-24-6, name is 5-Bromo-2-iodopyrimidine, molecular formula is C4H2BrIN2, molecular weight is 284.88, as common compound, the synthetic route is as follows.

A mixture consisting of 5-bromo-2-iodopyrimidine (Bridge Organics, 10.0 g, 35.1 mmol), benzene boronic acid (Alfa Aesar, 4.25 g, 35.1 mmol), tetrakis(triphenylphosphine)palladium (Strem, 0.405 g, 0.351 mmol), toluene (150 mL), and a 2 M aqueous sodium carbonate solution (35 mL) was stirred at 115 C. (degrees Celsius) under a nitrogen atmosphere for 16 hours. After cooling to room temperature, the mixture was partitioned between chloroform (250 mL) and brine (200 mL). The phases were separated and the organic phase was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give an orange oil (9.1 g). The crude product was purified by flash silica column chromatography. Elution through a 500-g Analogix flash silica cartridge with 100% hexanes afforded the title intermediate as a white solid (3.15 g, 38% yield). Rf 0.69 with 9:1 v/v hexanes-ethyl acetate; 1H-NMR (400 MHz; CDCl3) delta 8.83 (s, 2H), 8.44-8.38 (m, 2H), 7.52-7.46 (m, 3H); MS (APCI+) m/z 236.9 (M+1).

The chemical industry reduces the impact on the environment during synthesis 183438-24-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CAYMAN CHEMICAL COMPANY; US2010/75990; (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 148550-51-0, name is Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

General procedure: 60percent Sodium hydride (w/w) in mineral oil (0.0015 mol) was added to a mixture of appropriate III (0.001 mol) in THF (15 ml) under the condition of inert atmosphere using N2 flow at 5°C. The reaction mixture was kept for 1 h at room temperature. A solution of 2-(methylsulfonyl)-5-pyrimidinecarboxylic acid, ethyl ester (0.0015 mol) in THF (15 ml) was slowly added to reaction mixture. The resulting reaction mixture was stirred for 2-3 h at 5°C. The distilled water (20 ml) was added. The reaction mixture was extracted (10 ml x 3) with dichloromethane. The separated organic layer was dried over MgSO4, filtered, and the solvent was evaporated under reduced pressure to obtain crude product, recrytallized by ethyl acetate.

With the rapid development of chemical substances, we look forward to future research findings about 148550-51-0.

Reference:
Article; Rajak, Harish; Agarawal, Avantika; Parmar, Poonam; Thakur, Bhupendra Singh; Veerasamy, Ravichandran; Sharma, Prabodh Chander; Kharya, Murli Dhar; Bioorganic and Medicinal Chemistry Letters; vol. 21; 19; (2011); p. 5735 – 5738;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4318-56-3, 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione, 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 C5H5ClN2O2, blongs to pyrimidines compound. Computed Properties of C5H5ClN2O2

General procedure: 6-Chloropyrimidine-2,4(1H, 3H)-dione derivatives 1 (1.0 mmol) and N-hydroxyformimidoyl chloride derivatives 2 (1.2 mmol) were combined and dissolved in methanol (15mL), followed by the addition of triethylamine (3.0 mmol). Subsequently, the reaction mixture was stirred in a round-bottom flask (25mL) at room temperature for 5h. After completion of the reaction as indicated by TLC, the mixture was evaporated by rotary evaporator, extracted with ethyl acetate, dried over Na2SO4, then concentrated and purified by flash column chromatography (PE/EA=5:1) to yield compounds 3a-t.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4318-56-3, 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Article; Jiang, Kun-Ming; Jin, Yi; Lin, Jun; Tetrahedron; vol. 73; 47; (2017); p. 6662 – 6668;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 270912-79-3, 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. 270912-79-3, name is 2-((5-Bromopyrimidin-2-yl)oxy)acetic acid. A new synthetic method of this compound is introduced below.

Solid 3,4-methoxyphenylboronic acid (1.22 g, 6.72 mmol, 1.05 equiv) was added to a solution of (5-bromopyrimidin-2-yloxy)acetic acid 3e (1.5 g, 6.4 mmol) in 1-propanol (50 mL). The suspension was stirred until all ingredients had dissolved. The resulting solution was treated with Pd(OAc)2 (29 mg, 0.13 mmol, 0.02 equiv), PPh3 (103 mg, 0.39 mmol, 0.06 equiv), 2M Na2CO3 (12 mL, 24 mmol, 3.8 equiv), and deionized water (10 mL). The mixture was heated at reflux under N2 for 1 h. Additional water (20 mL) was added and the N2 inlet removed. After cooling to rt, the solution was acidified with 4M HCl. The resulting precipitate was filtered, washed with cold diluted HCl, and dried under vacuum to give 5-(3,4-dimethoxyphenyl)-pyrimidin-2-yloxy)acetic acid 3f as a brown solid (1.30 g, 70%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,270912-79-3, 2-((5-Bromopyrimidin-2-yl)oxy)acetic acid, and friends who are interested can also refer to it.

Reference:
Patent; Du Bois, Daisy Joe; Mao, Long; Rogers, Daniel Harry; Williams, John Patrick; US2004/14775; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 90905-32-1, 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 90905-32-1, name is 2-Methoxypyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

Under ice-cooling, 3.0 mol/L methyl magnesium bromide/diethyl ether (0.7 mL) was added to a solution of2-methoxypyrimidine-5-carbaldehyde (138 mg) in tetrahydrofuran (5 mL), followed by stirring for 1 hour.Acetic acid was added thereto, and the solvent was distilled off under reduced pressure. The obtainedresidues were purified by silica gel column chromatography (hexane:ethyl acetate=1:1), whereby 1-(2-methoxypyrimidin-5-yl)ethanol (126 mg) was obtained.(1853)MS(ESI m/z): 155 (M+H)(1854)RT(min): 0.52

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 90905-32-1, 2-Methoxypyrimidine-5-carbaldehyde.

Reference:
Patent; FUJIFILM Corporation; KUBO, Yohei; ANDO, Makoto; TANAKA, Hidehiko; OSAKA, Shuhei; MATSUMOTO, Takuya; NAKATA, Hiyoku; TERADA, Daisuke; NITABARU, Tatsuya; (379 pag.)US2016/168139; (2016); 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. 56-09-7, name is 2-Amino-6-hydroxypyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-Amino-6-hydroxypyrimidin-4(3H)-one

General procedure: Typically, 2-aminopyrimidine-4,6-diol (1a, 0.5 mmol, 1.0 equiv)/2-methylpyrimidine-4,6-diol (1b, 0.5 mmol, 1.0 equiv), nitroolefins (2, 0.5 mmol, 1.0 equiv), as well as water (2.5 mL) were introduced into a 10 mL reaction vial. Then, the reaction vial was closed and stirred for given time at 90 C. Upon completion, the reaction mixture was cooled to room temperature and diluted with cold water (30 mL). The solid product was collected by filtration and was purified by recrystallization from hot 95% EtOH to afford the goal product 5-arylfuro[2,3-d]pyrimidin-4-ol (3) as off-white to yellow 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, 56-09-7, 2-Amino-6-hydroxypyrimidin-4(3H)-one.

Reference:
Article; Li, Chunmei; Zhang, Furen; Tetrahedron Letters; vol. 58; 16; (2017); p. 1572 – 1575;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 39876-88-5, Adding some certain compound to certain chemical reactions, such as: 39876-88-5, name is 4-Chlorobenzofuro[3,2-d]pyrimidine,molecular formula is C10H5ClN2O, 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 39876-88-5.

In a pressure vessel equipped with a magnetic stirring bar was added (4-bromo-2,6-difluorophenyl)methanamine.HC1 (1 g, 3.87 mmol), and 4-chlorobenzofuro[3,2-djpyrimidine (0.792 g, 3.87 mmol) in acetonitrile (20 mL). Hunig?s base (2.70 mL, 15.47 mmol) was added and the mixture was heated to 80 C in a preheated oil bath and allowed to stir for 48 hours overnight. Cool to RT and filter formed solids, wash with excess acetonitrile, filter and dry under vacuum to give 863 mg (5 7%) of N-(4-bromo-2,6-difluorobenzyl)benzofuro[3,2-djpyrimidin-4-amine as a fluffy white solid. LCMS (M+1) = 389.6 and 391.6.

According to the analysis of related databases, 39876-88-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; BOWSHER, Michael S.; DESKUS, Jeffrey A; EASTMAN, Kyle J.; GILLIS, Eric P; FRENNESSON, David B; IWUAGWU, Christiana; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M; SAULNIER, Mark G; SIVAPRAKASAM, Prasanna; (463 pag.)WO2018/127800; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia