Category: pyrimidines

Related Products of 1514-96-1 , The common heterocyclic compound, 1514-96-1, name is 4-Chloro-2-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, 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-chloro-2-(trifluoromethyl)pyrimidine (0.06 g, 0.329 mmol), 2- (3-fluoro-4-methoxyphenyl)-4,4,5,5-tetramethyl-l,3,2-dioxaborolane (0.099 g, 0.394 mmol), CS2CO3 (0.214 g, 0.657 mmol), and KBr (0.039 g, 0.329 mmol) in 1,4- dioxane (1.8 mL) was purged with nitrogen for 15 minutes. PdCl2(dppf)-CH2Cl2 adduct (0.027 g, 0.033 mmol) was added and the mixture purged for a further 5 min. The reaction mixture was heated at 80 C for 1.3 h. the reaction mixture was cool to room temperature and diluted with THF (20 mL) then filtered through diatomaceous earth (Celite). The bed was washed with excess THF. The filtrate was concentrated under reduced pressure. The residue was purified via silica gel chromatography (ethyl acetate and pet ether) to afford 4-(3-fluoro-4-methoxyphenyl)-2- (trifluoromethyl)pyrimidine (0.115 g, 0.275 mmol, 53% yield) as a colorless semisolid. LCMS (ESI) m/e 273.0 [(M+H)+, calcd for C12H9F4N2O, 273.05]; LC/MS retention time (method B); fa = 0.98 min.

The synthetic route of 1514-96-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (485 pag.)WO2017/59085; (2017); A1;,
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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. 50270-27-4, name is 2,4,6-Trichloropyrimidine-5-carbaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2,4,6-Trichloropyrimidine-5-carbaldehyde

To a solution of 2,4,6-trichloro-pyrimidine-5-carbaldehyde (3.7 g, 17.5 mmol) in EtOH (50 mL) cooled to -78 C. was added methyl hydrazine (0.93 mL, 17.5 mmol) and TEA (8 mL). The mixture was stirred for 30 minutes at -78 C then 2 hr at 0 C. The solution was concentrated in vacuo without heating. To the reduced volume solution was added EtOAc and the solution washed with a sat NaHCO3 solution and concentrated in vacuo without heating. Filtration over a small silica gel plug (2:1 EtOAc:Hex) and concentration afforded the desired product as a yellow solid. It should be noted that the reaction with aromatic hydrazine compounds can be conducted at 0 C.

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, 50270-27-4, 2,4,6-Trichloropyrimidine-5-carbaldehyde.

Reference:
Patent; Wyeth; US2009/98086; (2009); A1;,
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Electric Literature of 148550-51-0 ,Some common heterocyclic compound, 148550-51-0, molecular formula is C8H10N2O4S, 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.

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.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,148550-51-0, its application will become more common.

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;,
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Application of 1193-21-1, Adding some certain compound to certain chemical reactions, such as: 1193-21-1, name is 4,6-Dichloropyrimidine,molecular formula is C4H2Cl2N2, 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 1193-21-1.

First, 5.0 g of 4,6-dichloropyrimidine,4.9 g of phenylboronic acid, 7.1 g of sodium carbonate, 0.34 g of bis (triphenylphosphine) palladium (II) dichloride (abbreviation: PdCl 2 (PPh) 2) 20 mL of acetonitrile,20 mL of water was placed in a 100 mL round bottom flask provided with a reflux tube, The inside of the flask was replaced with argon. Thereafter, microwave (2.45 GHz, 100 W) was irradiated for 1 hour and heated. The organic layer was extracted from the resulting mixture by dichloromethane,The organic layer was washed with water,Washed with saturated brine,Magnesium sulfate was added and dried. The mixture was naturally filtered. The solvent of the filtrate was removed by distillation,The residue thus obtained was subjected to solid-By purification by flash column chromatography using dichloromethane as a developing solvent,1.6 g of the desired product (yield: 23%, pale yellow solid) was obtained.

According to the analysis of related databases, 1193-21-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Handotai Energy Kenkyusho Corporation; Inoue, Hideko; Kanamoto, Mickey; Seo, Hiromi; Takahashi, Tsuyoshi; Seo, Satoshi; (43 pag.)KR2015/2504; (2015); A;,
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Reference of 2972-52-3, 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 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride. This compound has unique chemical properties. The synthetic route is as follows.

100 g of 2,4-dichloro-5-pyrimidinyl chloride is dissolved in 800 g of anhydrous chloroform,Add 95 grams of triethylamine, lower the temperature to 0 C, and add 38 grams of tert-butylamine dropwise.After the addition, the reaction was held at 0 C for 1 hour.100 g of compound 2,4-dichloro-5-pyrimidine tert-butyramide was obtained by filtration,The measured purity is greater than 98% and the yield is 85%;

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 2972-52-3, 2,4-Dichloro-5-pyrimidinecarbonyl chloride.

Reference:
Patent; Nanjing Puruida Pharmaceutical Technology Co., Ltd.; Wang Xiaobo; (7 pag.)CN110452179; (2019); A;,
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Reference of 15846-15-8, 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.15846-15-8, name is 4,6-Dimethoxypyrimidin-5-amine, molecular formula is C6H9N3O2, molecular weight is 155.16, as common compound, the synthetic route is as follows.

EXAMPLE 143 3-[4-(3,5-Dichloropyrid-4-ylcarboxamido)phenyl]-2-(4,6dimethoxypyrimidin-5-ylamino)propanoic acid 5-Amino-4,6-Dimethoxypyrimidine gave the title compound (0.9 mg) HPLC-MS Retention time 2.43 min; MH+ 492.

Statistics shows that 15846-15-8 is playing an increasingly important role. we look forward to future research findings about 4,6-Dimethoxypyrimidin-5-amine.

Reference:
Patent; Celltech Therapeutics Limited; US6348463; (2002); B1;,
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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. 1337532-51-0, name is 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below., category: pyrimidines

Step 1 : To a stirred solution of mixture of 4-(2,4-difluorophenyl)-1-(3-fluoro-4-(4,4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl)-3-methylimidazolidin-2-one (0.2 g, 0.462 mmol, 1 equiv), in 1 ,4-dioxane: water (10 mL: 3 mL) was added 5-bromo-7-methyl-7H- pyrrolo[2,3-d]pyrimidin-4-amine (0.095 g, 0.416 mmol, 0.9 equiv), potassium phosphate (0.196 g, 0.924 mmol, 2 equiv), Pd2(dba)3 (0.021 g, 0.0231 mmol, 0.05 equiv) and tri-tert- butylphosphonium tetrafluoroborate (0.0133 g, 0.0462 mmol, 0.1 equiv) under argon atmosphere, then the mixture was heated to 100C for 6h in a sealed tube. Reaction mixture was monitored by TLC and after consumption of the starting material, the reaction mixture was filtered through celite, dried over Na2S04, and concentrated to obtain the crude product. Crude product was purified by flash column chromatography on silica gel, and the compound was eluted with 2 % MeOH : DCM mobile phase. The pure fractions were evaporated to obtain 1-(4-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-3- fluorophenyl)-4-(2,4-difluorophenyl)-3-methylimidazolidin-2-one as off white solid (0.07 g, 34.5 %). LCMS (ES) m/z = 453.1 [M+H]+. H NMR (400 MHz, DMSO-d6) delta ppm 2.62 (s, 3H), 3.68 – 3.69 (m, 1 H), 3.71 (s, 3H), 4.28 (t, J = 9.6 Hz, 1 H), 4.97 – 5.01 (m, 1 H), 5.93 (br. S., 2H), 7.15 (t, J = 6.4 Hz, 1 H), 7.24 (s, 1 H), 7.32 (t, J = 8.8 Hz, 2H), 7.40 – 7.49 (m, 2H), 7.69 (d, J = 13.2 Hz, 1 H), 8.1 1 (s, 1 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, 1337532-51-0, 5-Bromo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AXTEN, Jeffrey Michael; FAUCHER, Nicolas Eric; DAUGAN, Alain Claude-Marie; KETHIRI, Raghava Reddy; KRISTAM, Rajendra; VENKATESHAPPA, Chandregowda; (247 pag.)WO2017/46737; (2017); A1;,
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Adding a certain compound to certain chemical reactions, such as: 959236-97-6, 4-Bromo-2-(methylthio)pyrimidine, 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, Safety of 4-Bromo-2-(methylthio)pyrimidine, blongs to pyrimidines compound. Safety of 4-Bromo-2-(methylthio)pyrimidine

A suspension of 4-bromo-2-(methylthio)pyrimidine (9 A, 1.18g, 7.35 mmol) , potassium carbonate (37ml, 0.4 M in water), o-tolylboronic acid (1 g, 7.35 mmol) andtetrakis(triphenylphosphine)palladium(0) (425 mg, 0.37 mmol) in DME (40 ml) was degassed for 20 minutes. It was then heated at reflux for 2 hours. The reaction mixture was cooled and filtered through celite. The filtrate was extracted with EtOAc (2 x 30 ml). The organic layer was dried with Na2S04, filtered and concentrated. The crude product was purified by flash column (Rf: 0.3 10%EtOAc/Hexanes). The yield was 98%. MS (m/z) 217 [M+H]+

The synthetic route of 959236-97-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; BONDY, Steven S.; CANNIZZARO, Carina E.; CHOU, Chien-hung; HALCOMB, Randall L.; HU, Yunfeng Eric; LINK, John O.; LIU, Qi; SCHROEDER, Scott D.; TSE, Winston C.; ZHANG, Jennifer R.; WO2013/6738; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2927-71-1, 2,4-Dichloro-5-fluoropyrimidine, 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, Quality Control of 2,4-Dichloro-5-fluoropyrimidine, blongs to pyrimidines compound. Quality Control of 2,4-Dichloro-5-fluoropyrimidine

(1) Take 100g of 2,4-dichloro-5-fluoropyrimidine and dissolve it in 1000 ml of anhydrous tetrahydrofuran, lower it to a low temperature of 0 C, and add ammonia water dropwise. The speed of ammonia water drop control should be kept at When the temperature exceeds 0 , keep the temperature at 0 for 2 to 3 hours.(2) Naturally rise to room temperature for 1-2 hours, evaporate the solvent, dissolve in ethyl acetate, wash with saturated aqueous sodium bicarbonate solution, wash with saturated brine, dry, filter, and concentrate to obtain 2-chloro-4-amino-5-fluoropyrimidine And 2-amino-4-chloro-5-fluoropyrimidine 88 g;(3) The mixture obtained in step (2) is subjected to column chromatography to obtain 23.44 g of 2-amino-4-chloro-5-fluoropyrimidine, the purity is greater than 98%, and the yield is 26%.

The synthetic route of 2927-71-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Puruida Pharmaceutical Technology Co., Ltd.; Wang Xiaobo; (4 pag.)CN110343074; (2019); A;,
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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. 157335-97-2, name is 5-Bromo-4,6-dimethylpyrimidine. A new synthetic method of this compound is introduced below., Recommanded Product: 157335-97-2

[1,1 ?-Bis(diphenylphosphino)ferrocene]dichloropalladium(l 1)-dichloromethanecomplex (5 g, 6 mmol) was added to a degassed mixture of 2-(4-methoxy-2-methylphenyl)-4,4,5,5-tetramethyl-1 ,3,2-dioxaborolane (30 g, 120 mmol), 5-bromo-4,6-dimethylpyrimidine (22.5 g, 120 mmol), and potassium phosphate (76.3 g, 359 mmol) in 1,4-dioxane (300 mL) and water (150 mL). The reaction mixture was heated at reflux for4 hours, whereupon it was filtered and concentrated in vacuo. Purification via silica gel chromatography (Gradient: ethyl acetate in petroleum ether) provided the product as abrown solid. Yield: 25 g, 110 mmol, 92%. LCMS m/z229.3 [M+H]. 1H NMR (300 MHz, ODd3) oe 8.95 (5, 1H), 6.94 (d, J=8.2 Hz, 1H), 6.87-6.89 (m, 1H), 6.84 (dd, J=8.3, 2.5 Hz, 1H), 3.86 (5, 3H), 2.21 (5, 6H), 1.99 (5, 3H).

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, 157335-97-2, 5-Bromo-4,6-dimethylpyrimidine.

Reference:
Patent; PFIZER INC.; GRAY, David Lawrence Firman; ZHANG, Lei; DAVOREN, Jennifer Elizabeth; DOUNAY, Amy Beth; EFREMOV, Ivan Viktorovich; MENTE, Scot Richard; SUBRAMANYAM, Chakrapani; WO2015/162515; (2015); A1;,
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