Day: May 17, 2021

Electric Literature of 22536-65-8, Adding some certain compound to certain chemical reactions, such as: 22536-65-8, name is 2-Chloro-5-methoxypyrimidine,molecular formula is C5H5ClN2O, 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 22536-65-8.

A MW reaction vessel was charged with 2-chloro-5- methoxypyrimidine (0.817 g, 5.65 mmol) and 25% NH3(aq). The vessel was capped and heated to 150 0C for 3h. The mixture was evaporated to dryness. The resulting material was dissolved in CH2Cl2MeOH (1 : 1) and adsorbed onto silica. Purification by flash CC (eluent: 50-100 % EtOAc in heptane) gave the title compound as colorless crystals (386 mg, 55%). 1H NMR (400 MHz, dmso-d6) delta 8.02 (s, IH), 6.06 (br s, IH), 3.71 (s, 3H).

According to the analysis of related databases, 22536-65-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACADIA PHARMACEUTICALS INC.; WO2008/141239; (2008); 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. 69696-35-1, name is 5-Bromo-4-chloro-2,6-dimethylpyrimidine. A new synthetic method of this compound is introduced below., COA of Formula: C6H6BrClN2

c) 5-bromo-2,4-dimethylpyrimidine. A mixture of 5-bromo-4-chloro-2,6- dimethylpyrimidine (2.73 g, 12.33 mmol), 4-methylbenzenesulfonohydrazide (4.19 mL, 37.0 mmol) and chloroform (40 mL) was heated at 90 C for 16 hours. The solution was cooled and the solid filtered and washed with chloroform. LCMS revealed this solid (4.75g) was the desired intermediate. A mixture of this solid and 0.94M aqueous sodium carbonate (40 mL, 37.7 mmol) was heated at 90 C for 1 .5 hours. The cooled solution was extracted with ethyl acetate 3 times, and the combined organics were washed with brine, dried (Na2S04) and concentrated to afford the title compound (1 .17 g, 51 %) as a tan oil, which crystallized upon standing. LCMS (ES+) m/e 187 [M+H]+.

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, 69696-35-1, 5-Bromo-4-chloro-2,6-dimethylpyrimidine.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROWN, Kristin, K.; CHAI, Deping; DODSON, Christopher, S.; DUFFY, Kevin, J.; SHAW, Antony, Nicholas; WO2013/96151; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4316-98-7 ,Some common heterocyclic compound, 4316-98-7, molecular formula is C4H5ClN4, 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.

A mixture of 4-(1-(2,2-difluoroethyl)piperidin-4-yl)benzoic acid (837 mg), 6- chloro-4,5-diaminopyrimidine (494 mg) in POCI3 (10 ml.) was heated at 120 C for 16 hrs. After it was cooled to room temperature, the residue was washed several times with ether. Then the residue was dissolved in small amount of MeOH, purified by silica gel column using 5-25% of MeOH in CH2CI2 as eluent to give 6-chloro-8-(4-(1-(2,2- difluoroethyl)piperidin-4-yl)phenyl)-9H-purine. LCMS-ESI+ (m/z): [M+H]+ calcd for C 8H1 8 CIF2N5: 378.1 ; found: 378.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4316-98-7, its application will become more common.

Reference:
Patent; GILEAD SCIENCES, INC.; DU, Zhimin; GUERRERO, Juan, Arnaldo; KAPLAN, Joshua, Aaron; KNOX, JR., John Edward; NADUTHAMBI, Devan; PHILLIPS, Barton, W.; VENKATARAMANI, Chandrasekar; WANG, Peiyuan; WATKINS, William, J.; ZABLOCKI, Jeff; WO2015/187684; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1780-27-4, 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.1780-27-4, name is 4,5,6-Trichloropyrimidine, molecular formula is C4HCl3N2, molecular weight is 183.42, as common compound, the synthetic route is as follows.

0.56 g of sodium hydride (60% oil suspention) was suspended in 18 ML of tetrahydrofuran. 2 ml of tetrahydrofuran solution of 0.8 g of 2-BUTYN-1-OL was added dropwise at room temperature therein slowly, and the mixture was stirred for 20 minutes. Into the mixture was added dropwise 5 ml of tetrahydrofuran solution of 3 g of 4,5, 6-TRICHLOROPYRIMIDINE at 0C slowly, and stirred for 2 hours. The reaction mixture was poured into a saturated ammonium chloride aqueous solution, and the mixture was extracted with ethyl acetate three times. The organic layers were washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 2.23 g of 4, 5-DICHLORO-6- (2-BUTYNYLOXY) pyrimidine. LH-NMR : 1.88 (t, 3H), 5.08 (q, 2H), 8.48 (s, 1H)

Statistics shows that 1780-27-4 is playing an increasingly important role. we look forward to future research findings about 4,5,6-Trichloropyrimidine.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2004/99160; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 22536-65-8, 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.22536-65-8, name is 2-Chloro-5-methoxypyrimidine, molecular formula is C5H5ClN2O, molecular weight is 144.56, as common compound, the synthetic route is as follows.

2-chloro-5-methoxypyrimidine (0.150 g, 1.038 mmol) was added to a 50 mL round bottom flask.Norfloxacin(0.331g, 1.038mmol)And potassium carbonate (0 · 172g, 1 · 246mmol), then add 10mL acetonitrile,Reflow at 80 ° Ctwenty fourhour.After the reaction,The reaction mixture was concentrated under reduced pressure to give a crude material.Then use the eluent (methanol / dichloromethane,1/10, V/V)Purified by silica gel column chromatography,0.215 g of compound 1-4 were obtained,It is a yellow solid. Yield: 50.3percent

Statistics shows that 22536-65-8 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-methoxypyrimidine.

Reference:
Patent; Southwest University; Zhou Chenghe; Li Di; Chen Jinping; Ba Tini·nasaiya; An Sali·muhanmode·fuade; (19 pag.)CN109942546; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 51940-64-8, 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 51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Dichloropyrimidine 1.4 (3.39 g, 15 mmol) was diluted with toluene (8 mL) and treated with benzyltriethylammonium chloride (0.68 g, 3 mmol) then sodium thiomethoxide (1.2 g, 17 mmol). The resulting suspension was then diluted with 8 mL of water and stirred vigorously for one hr at which time the starting material was found to be consumed by UPLC. The mixture was then diluted with water and ethyl acetate and the layers separated. The organic phase was extracted once with ethyl acetate and the combined organic layers concentrated in vacuo. The resulting solid was then triturated with ca. 15 mL of diethyl ether and the solid isolated by filtration and washed with a small amount of diethyl ether resulting in a light beige solid (0.66 g, 19%). MS found for C8H9ClN2O2S as (M+H)+ 233.0, 235.1.

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 51940-64-8, Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; BAUER, Shawn M.; ROSE, Jack W.; SONG, Yonghong; XU, Qing; MEHROTRA, Mukund; HUANG, Wolin; PANDEY, Anjali; WO2010/129802; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 19646-07-2, name is 2,4-Dichloro-5-methoxypyrimidine, the common compound, a new synthetic route is introduced below. Product Details of 19646-07-2

Intermediate 3: -Chloro-5-methoxypyrimidine2,4-Dichloro-5-methoxypyrimidine (43g, 0.24mol), zinc dust (86g, 1.32mol), ethanol (200 mL) and water (200 mL) were heated under reflux for 4h. The hot mixture was filtered and the ethanol was removed under reduced pressure. After cooling, the product was extracted into diethyl ether. Recrystallisation from light petroleum (b.p.: 40-60°C) gave 2-chloro-5-methoxypyrimidine (20g, 58percent).Mass: (ES+) 145 (M+H)+ NMR: 5H ( 6-DMSO) 3.92 (3H, s) and 8.55 (2H, s).

The synthetic route of 19646-07-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SENEXIS LIMITED; HORWELL, David Christopher; SCOPES, David Ian Carter; WO2011/144578; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1439-10-7, 4-Amino-5-bromopyrimidine, 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, SDS of cas: 1439-10-7, blongs to pyrimidines compound. SDS of cas: 1439-10-7

The above boronate (0.2 g) was dissolved in DME: H20 (5 mL: 1 mL). 2-Amino-3-bromo- pyrimidine (0.070 g) and potassium carbonate (0.092 g) were added and the flask was flushed with N2. The mixture was stirred for 20 min, and then PDCL2 (DPPF) CH2CL2 (0.020 g) was added. The mixture was heated at 80 C for 2h, cooled to room temperature and diluted with EtOAc. The mixture was filtered, concentrated and the residue was purified by silica gel chromatography to afford the title compound (0.080 g) as a foam (713.3, M+1)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1439-10-7, 4-Amino-5-bromopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2004/41273; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1211443-61-6 ,Some common heterocyclic compound, 1211443-61-6, molecular formula is C14H17ClN4O, 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.

A solution of 3-(3-aminophenyl)-5-mo holino-7H-thieno[3,2-b]pyran-7-one from step 1 (0.050 g, 0.152 mmol), 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6- carboxamide (0.055 g, 0.182 mmol), BINAP (0.017 g, 0.029 mmol), and cesium carbonate (0.151 g, 0.458 mmol) in 1,4-doxane (2.0 mL) was degassed under a flow of argon for 15 min. Pd(OAc)2 (0.010 g, 0.025 mmol) was added to the mixture and degassed for 10 min. Then, the reaction mixture was heated to 95-100 C for 12 h. The reaction mixture was next cooled to the ambient temperature and concentrated under reduced pressure. The crude product was purified by flash column chromatography (silica-gel), eluting with DCM/MeOH (97:3) gradient. The fractions containing the product were concentrated to yield 28% of compound 17 (0.024 g, 0.041 mmol). Physical state: Pale yellow solid. R = 0.30 (mobile phase: 5% MeOH/DCM) on silica gel plate. Proton NMR and mass spectra are consistent with the structure of product. Calculated molecular weight: 584.2 Dalton. MS (ESI) m/z = 585.42 [M + H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1211443-61-6, its application will become more common.

Reference:
Patent; SIGNALRX PHARMACEUTICALS, INC.; MORALES, Guilermo, A.; GARLICH, Joseph, R.; DURDEN, Donald, L.; (166 pag.)WO2018/140730; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 784150-41-0 ,Some common heterocyclic compound, 784150-41-0, molecular formula is C6H3BrClN3, 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.

4-(1,1-Dioxothiomorpholinyl)phenyl)boronic acid pinacol ester (1.1 g, 3.3 mmol) was added to a 100mL of flask and added with 6-bromo-4-chloro-7-((2-(trimethylsilyl) ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine (440 mg 1.90 mmol), potassium carbonate (0.53 g, 3.8 mmol), dioxane (40 mL), Pd (dppf) Cl2(139 mg, 0.18 mmol), and water (4 mL) successively. The reaction mixture was stirred at 80C for 16 h under argon atmosphere. The reaction mixture was cooled to rt. and concentrated under reduced pressure to dryness. The residues were purified by column chromatography (eluent: PE:EtOAc, 3:1) to give 100 mg of the title compound as pale yellow solid (yield of 14.5%).

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. 784150-41-0, 6-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; The National Institutes Of Pharmaceutical Research; YIN, Huijun; YAN, Xu; ZONG, Libin; TIAN, Weixue; ZHENG, Li; DOU, Haoshuai; YANG, Yan; (68 pag.)EP3556761; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia