Pyrimidines

Synthetic Route of 6320-15-6, 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. 6320-15-6, name is 4-Chloro-2,6-dimethoxypyrimidine, molecular formula is C6H7ClN2O2, 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.

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.

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 6320-15-6, 4-Chloro-2,6-dimethoxypyrimidine.

Reference:
Article; Zeng, Lin; Guo, Xiao-Qiang; Yang, Zai-Jun; Gan, Ya; Chen, Lian-Mei; Kang, Tai-Ran; Tetrahedron Letters; vol. 60; 33; (2019);,
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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.49845-33-2, name is 2,4-Dichloro-5-nitropyrimidine, molecular formula is C4HCl2N3O2, molecular weight is 193.9756, as common compound, the synthetic route is as follows.Application In Synthesis of 2,4-Dichloro-5-nitropyrimidine

Example A3 a). Preparation i of intermediate..1.1; A solution of cyclohexanamine (0.062 mol) in iV,JV-dimethylacetamide (20 ml) was added dropwise to a cooled (-100C) solution of 2,4-dichloro-5-nitropyrimidine (0.062 mol) and DIPE (8.1 g) in 7V,7V-dimethylacetamide (80 ml), then the reaction mixture was allowed to reach room temperature overnight, yielding intermediate 11 (contains regio-isomer; used as such in the next reaction steps). EPO

At the same time, in my other blogs, there are other synthetic methods of this type of compound,49845-33-2, 2,4-Dichloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/74985; (2006); A1;,
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Application of 945950-37-8, 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. 945950-37-8, name is 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

Step 3: To a stirred solution of (3R,3aS,6aR}-6-((2-ainino-3-fiuoroquinolin-7- yl)methvi)hexahydro-2H-cyclopenta[b]furan-2,3,3a-trioi (0.067 g. 0.2 mmoi) in dry MeCN (3 rnL) was added trihutyiphosphine (0.077 g, 0.38 rnmol), followed by (E)-diazene-1,2- diylbis(piperidin-1-yimethanone) (0.091 g, 0.36 minol) at room temperature. The reactionmixture was stirred at room temperature for 1 h. Separately, to a stirred solution of 4-rnethyl-7H- pvrroio[2,3-d]pyrimidine (0.053 g, 0.400 mmoi) in dry DMF (2 mE) was added NaH (0.024 g, 60% in mineral oil, 0.600 mmoi) at 0 The suspension was stirred at room temperature for 30 minutes. The suspension was then transferred to the solution originally containing the triol via syringe. The resulting reaction was stirred at room temperature for 2 Ii The reaction mixture wasthen quenched with saturated ammonium chloride (30 mE) and extracted with EtOAc (40 mL x3). The combined organic layers were washed with brine (40 mE), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by preparative TEC (1: 1 DCMIMeOH). The product was further purified by reverse phase column chromatography (ACN/water with 5 mM NH4HCO3 modifier) to afford(2R,3R,3aS,6S,6aR)-6-((2-ainino-3-fiuoroquinolin-7-yl)methyi}-2-(4-methyi-71-1-pyrrolo[2,3- d]pyrimidin-7-yi)hexalwdro-2H-cyclopenta[h]finan-3,3a-diol as a solid, MS: 450 (M + 1). ?HNMR (400 MHz, DMSO-d6) d 8.69 (s, 1H), 7.87 (d, 3 = 4.0 Hz, 1H), 7.74 (d, J = 11.6 Hz, IH), 7.52 (d, J 8.0 Hz, IH), 7.28 (s, 1H), 7.07 (d, 3:::: 8.0 Hz, 11-1), 6.82 (d, J =: 3.6 Hz, 1K), 6.66 (br s, 2H), 6.01 (d. J 8.0 Hz. 1H). 5.31 (d, J 7.2 FIz. 1K). 5,12 (s. 1K). 4,22 (d, J 7.6 FIz. il-i). 401 (d, J = 6.0 Hz, 1H), 2.84 – 2.79 (rn, 1H), 2.69 (5, 3H), 2.67 2.59 (in. IH), 2.28 2.22 (rn,1H), 1.98 1.94 (in. 11-1). 1.76 – 1.69 (rn, 2H), 1.58 1.53 (in. 1Ff).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,945950-37-8, 4-Methyl-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; IDENIX PHARMACEUTICALS LLC; MACHACEK, Michelle; WITTER, David; GIBEAU, Craig; HUANG, Chunhui; KAWAMURA, Shuhei; SLOMAN, David, L.; SILIPHAIVANH, Phieng; QUIROZ, Ryan; WAN, Murray; SCHNEIDER, Sebastian; YEUNG, Charles, S.; REUTERSHAN, Michael, H.; HENDERSON, Timothy, J.; PAPARIN, Jean-Laurent; RAHALI, Houcine; HUGHES, Jonathan, M., E.; SANYAL, Sulagna; YE, Yingchun; CANDITO, David, A.; FIER, Patrick, S.; SILVERMAN, Steven, M.; (277 pag.)WO2020/33288; (2020); A1;,
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Related Products of 33097-11-9, 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.33097-11-9, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde, molecular formula is C6H4Cl2N2OS, molecular weight is 223.0798, as common compound, the synthetic route is as follows.

Example 1; 4-Chloro-2-methylsulfanyl-8-(4-trifluoromethyl-phenyl)-8H- A solution of 4,<5-dichloro-2-methylsulfanyl-pyrimidine-5~ carbaldehyde (LOg, 4.5mmol) and Et3N (1.26mL, 9.0mmol) in TEtaF (25mL) was mixed with 4~trifluoromethylaniline (0.62mL, 4.9mmol). The resultant mixture was stirred at room temperature for 2 hours before bis(2,2,2-trifluoroethyl)(methoxycarbonylmethyl)- EPO phosphonate (0.95mL, 4.5mmol) was added. After stirring at room temperature for additional 12 hours, the mixture was diluted with dichloromethane (5OmL) and washed with H2O (2 x 25mL). The organic layer was dried over Na2SO4, filtered and concentrated. This crude product was further purified by washing with a mixture of THF / Hexane (1 : 3, 2 x 1OmL) to provide the title compound (1.17g, 70%): MS (ES) m/z 372 (M+H)+; 1H-NMR(CDCl3) delta 2.18 (s, 3H), 6.79 (d, J= 9.8 Hz, IH), 7.40(d, J= 8.4 Hz, 2H), 7.83 (d, J= 8.4 Hz, 2H), 8.03 (d, J= 9.8 Hz, IH).

Statistics shows that 33097-11-9 is playing an increasingly important role. we look forward to future research findings about 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbaldehyde.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/104917; (2006); A2;,
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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. 13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine, molecular formula is C6H7ClN2O2, 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 13223-25-1

Reference Example 9 2-(4-Iodophenoxy)-4,6-dimethoxypyrimidine In the same manner as in Reference Example 8, 4-iodophenol (223 mg) and 2-chloro-4,6-dimethoxypyrimidine (192 mg) were reacted by using sodium hydride to obtain 2-(4-iodophenoxy)-4,6-dimethoxypyrimidine (322 mg).

With the rapid development of chemical substances, we look forward to future research findings about 13223-25-1.

Reference:
Patent; TORAY INDUSTRIES, INC.; EP1840121; (2007); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 91717-22-5, 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. 91717-22-5, name is 2-Amino-4-piperidino-6-methylpyrimidine, molecular formula is C10H16N4, 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.

In a 100 mL jar, 2-amino-4-piperidinyl-6-methylpyrimidine (0.001 mol) was added,Cyclohexylcarbaldehyde (0.001 mol), dimethyl malonate (0.0015 mol), and p-xylene (30 mL) as a solvent,The reaction was terminated after 50 minutes in a microwave at 100C, and paraxylene was recovered under reduced pressure.Column chromatography (petroleum ether:ethyl acetate=4:1 V/V) gave the desired product

According to the analysis of related databases, 91717-22-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guizhou Institute Of Technology; Bai Song; Zhu Yunying; Wei Xian; Wu Qin; Zou Shuliang; Tang Qin; Gong Zhihai; Zhou Han; Zhou Hang; (14 pag.)CN108101855; (2018); A;,
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. 187035-79-6, name is Ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5-carboxylate, the common compound, a new synthetic route is introduced below. Recommanded Product: 187035-79-6

To a solution of l-isopropyl-7-(methylsulfonyl)-l,2,3,4- tetrahydrobenzo[4,5]imidazo[l,2-a]pyrazine (5.0 mg, 0.02 mmol, prepared according to example 1) in DMSO (1 mL) was added ethyl 2-chloro-4-(trifluoromethyl)pyrimidine-5- carboxylate (8.7 mg, 0.03 mmol), DIEA (6.6 mg, 0.05 mmol) under N2. The mixture was stirred at 100 C for 2 h. The mixture was diluted with water (5 mL) and extracted with EtOAc (3 x5 mL). The combined organic layers were washed with brine (5 mL), dried over anhydrous Na2S04, filtered, concentrated and then purified by preparative TLC to afford a racemic mixture of ethyl 2-(l-isopropyl-7-(methylsulfonyl)-3,4- dihydrobenzo[4,5]imidazo[l,2-a]pyrazin-2(lH)-yl)-4-(trifluoromethyl)pyrimidine-5- carboxylate (5.6 mg, 64% yield) as a white solid. LC- m/z 512.2 [M+H]+. 1H NMR (CDC13 400MHz): delta 8.98 (s, 1H), 8.07-7.98 (m, 1H), 7.93-7.83 (m, 2H), 6.16 (d, J = 6.4 Hz, 1H), 5.53-5.41 (m, 1H), 4.43-4.32 (m, 3H), 4.28-4.16 (m, 1H), 3.92-3.79 (m, 1H), 3.09 (s, 3H), 2.61-2.46 (m, 1H), 1.40 (s, 3H), 1.38-1.32 (m, 3H), 1.08 (d, J = 6.8 Hz, 3H).

The synthetic route of 187035-79-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; DONG, Chengguo; FAN, Yi; LEFTHERIS, Katerina; LOTESTA, Stephen; SINGH, Suresh, B.; TICE, Colin; ZHAO, Wei; ZHENG, Yajun; ZHUANG, Linghang; WO2013/138568; (2013); A1;,
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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. 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 4316-97-6

Example 1(Z)-ter -Butyl 4-((6-(4-((2,4-dioxothiazolidin-5-ylidene)methyl)phenoxy)-5- methy Ipyrimidin-4-yl)oxy)piperidine- 1 -carboxylate.Step I: Preparation of tert- uty 4-((6-chloro-5-methylpyrimidin-4-yl)oxy)piperidine- l – carboxylate.Pottasium tert-butoxide (3.4 gm, 0.0306 moles) was added to a solution of tert- butyl 4-hydroxypiperidine-l -carboxylate (6.8 gm, 0.0368 moles) and 4, 6-dichloro-5- methylpyrimidine (5.0 gm, 0.0368 moles) in dry THF at 0 C and the reaction mixture was stirred for 15-20 hours at 30 C. The reaction mixture was poured into ice cold water and extracted with ethyl acetate. The organic extract was washed with water and brine, dried over sodium sulfate and evaporated under reduced pressure to collect 5.1 gm off- white solid product.’HNMR: Patent; CADILA HEALTHCARE LIMITED; PINGALI, Harikishore; ZAWARE, Pandurang; WO2012/46249; (2012); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1546-78-7, 4-Hydroxy-6-(trifluoromethyl)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, 1546-78-7, blongs to pyrimidines compound. name: 4-Hydroxy-6-(trifluoromethyl)pyrimidine

A solution of 6-(trifluoromethyl)pyrimidin-4-ol (5.0 g, 30.5 mmol), phosphoryl chloride (3.41 mL, 36.6 mmol), and quinoline (2.16 mL, 18.3 mmol) in toluene (50 mL) was stirred at 100 C. for 5 h. The reaction was diluted with water and extracted with ethyl acetate three times, dried with sodium sulfate, filtered, and concentrated in vacuo. The crude residue was purified by flash column chromatography (10% EtOAc/Hexane) to yield the desired product (1.20 g, 21.6%). 1H NMR (400 MHz, CDCl3): 9.21 ppm (1H, s), 7.78 (1H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1546-78-7, its application will become more common.

Reference:
Patent; Xue, Chu-Biao; Zheng, Changsheng; Feng, Hao; Xia, Michael; Glenn, Joseph; Cao, Ganfeng.; Metcalf, Brian W.; US2006/4018; (2006); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 633328-98-0, 5-Chloro-1H-pyrazolo[4,3-d]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, Recommanded Product: 5-Chloro-1H-pyrazolo[4,3-d]pyrimidine, blongs to pyrimidines compound. Recommanded Product: 5-Chloro-1H-pyrazolo[4,3-d]pyrimidine

In a 50 mL round-bottom flask with a stir bar, 5-chloro-1H-pyrazolo[4,3-d]pyrimidine (Oxchem, 600 mg, 3.88 mmol) and triethylamine (649 mul, 4.66 mmol) were dissolved in CH2Cl2 (12.9 mL). Di-tert-butyl dicarbonate (991 mul, 4.27 mmol) was added, and the reaction mixture was stirred at r.t. for 1 h. The reaction mixture was then diluted with water, extracted with CH2Cl2, and the combined organic layers were dried over magnesium sulfate and concentrated under reduced pressure. The crude product was purified by Biotage Isolera (860 mg, 87%). LCMS calculated for C10H12ClN4O2 (M+H)+ m/z=255.1; found 255.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,633328-98-0, 5-Chloro-1H-pyrazolo[4,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Incyte Corporation; Vechorkin, Oleg; Liu, Kai; Pan, Jun; Sokolsky, Alexander; Ye, Hai Fen; Ye, Qinda; Yao, Wenqing; Hummel, Joshua; (117 pag.)US2018/72741; (2018); A1;,
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