Day: July 22, 2021

Related Products of 175791-49-8, 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. 175791-49-8, name is 5-Bromo-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H4BrN3, 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.

Description 2; Ethyl (5-bromo-7H-pyrrolo[2,3-d]pyrimidin-7-yl)acetate (D2)5-Bromo-7H-pyrrolo[2,3-d]pyrimidine (D1 , 123 mg, 0.621 mmol) was dissolved in tetrahydrofuran (3 ml_), cooled in an ice bath and treated with sodium hydride (60% by weight, 27.3 mg, 0.683 mmol) portionwise under argon. The resulting mixture was stirred for 15 minutes, allowed to warm to room temperature and stirred for 45 minutes. Ethyl bromoacetate (0.069 ml_, 0.621 mmol) was added and the resulting mixture was stirred for 30 minutes. The solvent was removed under reduced pressure. The residue taken up in water, neutralised using saturated ammonium chloride and extracted with ethyl acetate (x 3). The ethyl acetate layers were combined, dried under magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography eluting with 1 :1 ethyl acetate/iso-hexane. Product containing fractions were combined and evaporated under reduced pressure to give the title compound as a white solid. LC/MS (ES+ve): [M+H]+ at m/z 284, 286 (Ci0H10BrN3O2 requires [M+H]+ at m/z 284, 286).

According to the analysis of related databases, 175791-49-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/80682; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1004-39-3, 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 1004-39-3, name is 4,6-Diaminopyrimidine-2-thiol. This compound has unique chemical properties. The synthetic route is as follows.

Example 4 7-Amino-2-phenyl-5-imino-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidine-hydrobromide A mixture of 14.2 g (0.1 mole) of 2-mercapto-4,6-diamino-pyrimidine, 30.4 g (0.115 mole) of (1,2-dibromo-ethyl)-benzene, 200 ml of dimethyl formamide and 13.8 g (0.1 mole) of potassium carbonate is stirred at 45 C. for 6 hours. The reaction mixture is cooled, the precipitate is filtered, washed with water and dried. Thus 26.0 g of the desired compound are obtained, yield 80%, m.p.: above 300 C.

According to the analysis of related databases, 1004-39-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Egis Gyogyszergyar; US4921854; (1990); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 14001-66-2, 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 14001-66-2, name is 5-Bromo-2-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Step 4 A mixture of 5-bromo-2-methoxy-pyrimidine (0.218 mmol), X-Phos (28.4 mg, 0.060 mmol), Pd2(dba)3 (18.2 mg, 0.020 mmol) and Cs2C03 (129 mg, 0.397 mmol) was flushed with argon before the addition of a solution of (tetrahydro-pyran-4-yl)-[(S)-3-(5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yloxy)-pyrrolidin-1 -yl]-methanone in dioxane (2 mL). The reaction mixture was heated at 120C for 1 h in a sealed vial, cooled down to rt and filtered over Hyflo, The recovered organic phase was washed with NaHC03 and brine, dried over Na2S04, filtered and concentrated. Purification by preparative reverse phase Gilson HPLC and neutralization of the combined fractions by passing through a SCX-2 cartridge (The cartridge was washed with acetonitrile, CH2CI2 and MeOH, then a solution of NH3 in MeOH 3.5 N was used to released the expected product) gave {(S)-3-[6-(2-methoxy-pyrimidin-5-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yloxy]-pyrrolidin-1 -yl}-(tetrahydro-pyran-4-yl)-methanone (18.7 mg, 21 % yield) 1 H NMR (400 MHz, CDCI3-d, 298K) delta ppm 1.62-1.70 (m, 2H) 1.87-2.01 (m, 2H) 2.20-2.41 (m, 2H) 2.49-2.71 (m, 1 H) 3.07-3.19 (m, 2H) 3.37-4.19 (m, 16H) 5.76 (m, 1 H) 8.32 (s, 2H) 8.65-8.67 (m, 1 H). LCMS: [M+H]+= 441.2, Rt(1 )= 1.12 min.

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 14001-66-2, 5-Bromo-2-methoxypyrimidine.

Reference:
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HOeGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; STRANG, Ross; STOWASSER, Frank; TUFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; WO2013/88404; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 7226-23-5, 1,3-Dimethyltetrahydropyrimidin-2(1H)-one, 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, Formula: C6H12N2O, blongs to pyrimidines compound. Formula: C6H12N2O

(A) 3-Cyclopentyl-N-thiazol-2-yl-2-(4-trifluoromethanesulfonyl-phenyl)-propionamide A solution of diisopropylamine (2.4 mL, 16.80 mmol) in dry tetrahydrofuran (7.5 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (2.5 mL) was cooled to -78 C. under nitrogen and then treated with a 2.5M solution of n-butyllithium in hexanes (6.7 mL, 16.80 mmol). The resulting reaction mixture was stirred at -78 C. for 30 min and then treated dropwise with a solution of 4-(trifluoromethylthio)phenylacetic acid (1.89 g, 8.00 mmol) in dry tetrahydrofuran (7.5 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (2.5 mL). The reaction mixture was allowed to stir at -78 C. for 55 min, at which time, a solution of iodomethylcyclopentane (1.85 g, 8.80 mmol) in a small amount of dry tetrahydrofuran was added dropwise. The reaction mixture was allowed to warm to 25 C. where it was stirred for 41 h. The reaction mixture was quenched with water and then concentrated in vacuo to remove tetrahydrofuran. The remaining aqueous phase was acidified to pH=2 with a 10% aqueous hydrochloric acid solution and then extracted with ethyl acetate (1*300 mL). The organic layer was washed with a saturated aqueous sodium chloride solution (1*100 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 70-230 mesh, 3/1 hexanes/ethyl acetate) afforded 3-cyclopentyl-2-(4-trifluoromethylsulfanyl-phenyl)propionic acid (1.47 g, 58%) as a cream solid: mp 69-71 C.; EI-HRMS m/e calcd for C15H17F3O2S (M+) 318.0901, found 318.0912.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7226-23-5, 1,3-Dimethyltetrahydropyrimidin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Hoffman-La Roche Inc.; US6610846; (2003); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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);,
Pyrimidine | C4H4N2 – PubChem,
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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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;,
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. 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;,
Pyrimidine | C4H4N2 – PubChem,
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