Tag: M.W:100-200

Synthetic Route of 14080-59-2, 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 14080-59-2 as follows.

General procedure: alpha,beta-unsaturated tosylhydrazones 1 (0.11 mmol, 1.1 equiv), heteroaryl chlorides 2 (0.1 mmol, 1 equiv), Cs2CO3 (0.25 mmol, 2.5 equiv) and MeCN (1 mL) were added to a tube. The mixture was stirred at 60 C until the heteroaryl chlorides was completely disappeared for 4-8h. After cooling to room temperature, the mixture was quenched with NH4Cl (2 mL, saturated aqueous solution) and extracted with CH2Cl2 (3 × 2 mL). The combined organic phases were dried over Na2SO4 and solvents removed in vacuo. The residue was purified by flash column chromatography on silica gel with ethyl acetate/petroleum ether (1:10-1:4, V/V) as the eluent, affording the desired product 3 and 4.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14080-59-2, its application will become more common.

Reference:
Article; Zeng, Lin; Guo, Xiao-Qiang; Yang, Zai-Jun; Gan, Ya; Chen, Lian-Mei; Kang, Tai-Ran; Tetrahedron Letters; vol. 60; 33; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 90905-33-2, 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.90905-33-2, name is 2-Methylpyrimidine-5-carbaldehyde, molecular formula is C6H6N2O, molecular weight is 122.1246, as common compound, the synthetic route is as follows.

To a mixture of 2-methylpyrimidine-5-carbaldehyde (1.0 g, 8.2 mmol) and triisopropoxymethane (2.3 g, 12 mmol) in isopropanol (15 ml) was added methanesulfonic acid (0.079 g, 0.053 ml, 0.819 mmol). The reaction was stirred at room temperature for 23 hours. Potassium carbonate (1.132 g, 8.19 mmol) was added and the mixture was filtered and the solution was concentrated in vacuo. The crude mixture was purified by flash chromatography to yield 5-(diisopropoxymethyl)-2-methylpyrimidine (536 mg, 29percent) [0357] 1H NMR (500 MHz, CDCl3) delta 8.71 (s, 2H), 5.60 (s, 1H), 3.93 (dt, J=12.3, 6.1 Hz, 2H), 2.74 (s, 3H), 1.21 (dd, J=14.8, 6.1 Hz, 12H)

The chemical industry reduces the impact on the environment during synthesis 90905-33-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; H. Lundbeck A/S; Kilburn, John Paul; Rasmussen, Lars Kyhn; Jessing, Mikkel; Eldemenky, Eman Mohammed; Chen, Bin; Jiang, Yu; Hopper, Allen T.; US2014/107340; (2014); A1;,
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Pyrimidine – Wikipedia

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.932-52-5, name is 5-Aminopyrimidine-2,4(1H,3H)-dione, molecular formula is C4H5N3O2, molecular weight is 127.1014, as common compound, the synthetic route is as follows.COA of Formula: C4H5N3O2

Intermediate 4: 6-Methylpyridor3,2-c/lpyrirnidine-2,4(1H,3H)-dione; A mixture of 5-aminouracil (3 g; 23.6 mmol; 1 eq.) and crotonaldehyde (2.04 ml 24.8 mmol; 1.05 eq.) in 20% HCI (20 ml.) was stirred at 1 100C for 1 hour. The solution was evaporated in vacuo and the residue precipitated from EtOH to afford the title compound as a black solid. 1H NMR (300 MHz, DMSO-d6) delta 8.90-8.50 (m, 2H), 7.80 (d, 1 H), 7.51 (d, 1 H), 2.50 (s, 3H). MS (ES+): 178.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,932-52-5, 5-Aminopyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SERONO S.A.; POMEL, Vincent; GAILLARD, Pascale; DESFORGES, Gwenaelle; QUATTROPANI, Anna; MONTAGNE, Cyril; WO2010/37765; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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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Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
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. 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;,
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. 1074-41-5, name is 6-Amino-2-(methylthio)pyrimidin-4-ol. This compound has unique chemical properties. The synthetic route is as follows. Safety of 6-Amino-2-(methylthio)pyrimidin-4-ol

General procedure: A mixture of equimolar amounts of 6-amino-2-(methylthio)pyrimidin-4(3H)-one (1) (1 mmol), ethylcyanoacetateor meldrum?s acid (2 or 5) (1 mmol) and aldehyde(3 or 6) (1 mmol) was added to a vial containinga magnetic stirring bar and [DMBSI]HSO4 (0.18 mmol,0.06g) and heated at 80 C in an oil bath. Stirring at 80C was continued until disappearance of the startingmaterials. At this stage, due to the poor solubility in theionic liquid, the product appears as a precipitate. Thereaction mixture was cooled and washed with water toextract the ionic liquid. The solid obtained was recrystallizedfrom ethanol to furnish the desired pure product.The ionic liquid was recovered from the aqueous extractsby evaporation under reduced pressure, and reusedin the next run.

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, 1074-41-5, 6-Amino-2-(methylthio)pyrimidin-4-ol.

Reference:
Article; Nia, Roghayeh Hossein; Mamaghani, Manouchehr; Tabatabaeian, Khalil; Shirini, Farhad; Rassa, Mehdi; Acta Chimica Slovenica; vol. 60; 4; (2013); p. 889 – 895;,
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. 2164-65-0, name is 2-Aminopyrimidine-4-carboxylic acid, molecular formula is C5H5N3O2, 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. Product Details of 2164-65-0

To a solution of the HCl salt of 38b, 2-amino-pyrimidine-4-carboxylic acid (30 mg, 0.22 mmol) and EEDQ (54 mg, 0.22 mmol) in DMF was added TEA (56 muL, 0.41 mmol). The reaction mixture was heated to 60 C. More reagent was added and the reaction was stirred at 65 C. until all 38b was consumed. The reaction was concentrated in vacuo. The crude product was purified by SiO2 chromatography eluting with a Magic/DCM gradient (0% to 20% Magic) which resulted in a slightly impure I-8, which was sequentially washed with DCM and MeOH to afford 6.3 mg of the desired product: MS calcd for C24H17ClN6O2S [M+H]+ 489. Found, 489: 1H NMR (DMSO-d6, 300 MHz): delta 10.49 (broad s, 1H), 8.66 (s, 1H), 8.53 (d, 1H), 7.99-7.79 (m, 5H), 7.48 (m, 4H), 7.16 (d, 1H), 6.95 (bs, 2H), 5.49 (s, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 2164-65-0.

Reference:
Patent; Roche Palo Alto LLC; US2011/70190; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia