Month: July 2021

Synthetic Route of 4318-56-3, Adding some certain compound to certain chemical reactions, such as: 4318-56-3, name is 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione,molecular formula is C5H5ClN2O2, 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 4318-56-3.

General procedure: 6-Chloropyrimidine-2,4(1H, 3H)-dione derivatives 1 (1.0 mmol) and N-hydroxyformimidoyl chloride derivatives 2 (1.2 mmol) were combined and dissolved in methanol (15mL), followed by the addition of triethylamine (3.0 mmol). Subsequently, the reaction mixture was stirred in a round-bottom flask (25mL) at room temperature for 5h. After completion of the reaction as indicated by TLC, the mixture was evaporated by rotary evaporator, extracted with ethyl acetate, dried over Na2SO4, then concentrated and purified by flash column chromatography (PE/EA=5:1) to yield compounds 3a-t.

According to the analysis of related databases, 4318-56-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jiang, Kun-Ming; Jin, Yi; Lin, Jun; Tetrahedron; vol. 73; 47; (2017); p. 6662 – 6668;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 131860-97-4, Adding some certain compound to certain chemical reactions, such as: 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate,molecular formula is C15H13ClN2O4, 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 131860-97-4.

A slurry containing methyl (£)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (80.9g at 99%, 0.25mols), potassium carbonate (52.8g at 98%, 0.375mols) and 2- cyanophenol (33.6g at 97.5%, 0.275mols) in isopropyl acetate (13OmIs) was heated to approximately 6O0C. A solution of DABCO (0.28g, 0.0025mols) in isopropyl acetate (1 OmIs) was added. The mixture was heated to 8O0C and held at this temperature for 360 minutes. The isopropyl acetate was removed by vacuum distillation to a maximum temperature of 8O0C. Toluene (160ml) was added to the distillation residues, maintaining the temperature between 60-700C, followed by water (265mls) which had been heated to 6O0C, again maintaining the temperature between 60-700C. The mixture was stirred for 40 minutes at 8O0C and then settled and the lower aqueous phase separated. The toluene solution (229.8g) EPO contained methyl (E)-2- {2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl} -3- methoxyacrylate (41.2%w/w) 94.2% of theory.

According to the analysis of related databases, 131860-97-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA LIMITED; WO2006/114572; (2006); A2;,
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.6622-92-0, name is 2,6-Dimethylpyrimidin-4-ol, molecular formula is C6H8N2O, molecular weight is 124.14, as common compound, the synthetic route is as follows.category: pyrimidines

SYNTHESIS EXAMPLE 1 Synthesis of N-(2-methylbenzyl)-2-(2,4-dimethyl-6-pyrimidi-nyloxy)butylamide (Compound No. 96) To 50 ml of acetone were dissolved 2.6 g (0.021 mol) of 2,4-dimethyl-6-hydroxypyrimidine and 5.2 g (0.091 mol) of N-(2-methylbenzyl)-2-bromobutylamide, and then 3.5 g (0.025 mol) of anhydrous potassium carbonate powder was added thereto, followed by heating under reflux with stirring. The reaction solution was poured into water, and the product formed was extracted with ethyl acetate. The ethyl acetate layer was washed successively with dilute caustic soda and water and then dried over glauber’s salt. Subsequently, the solvent was distilled off and the resulting crude crystal was recrystallized from ethanol to give N-(2-methylbenzyl)-2-(2,4-dimethyl-6-pyrimidinyloxy)butylamide with m.p. 156 to 157 C. as a colorless needle crystal, at an yield of 58% relative to N-(2-methylbenzyl)-2-bromobutylamide.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6622-92-0, 2,6-Dimethylpyrimidin-4-ol, and friends who are interested can also refer to it.

Reference:
Patent; Ube Industries, Ltd.; US4747866; (1988); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 16462-27-4, name is 2,4-Diaminopyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H5N5

[0132] To a solution of 2,4-diaminopyrirnidine-5-carbonitrile (145 mg, 1.07 mmol) in 1,4- dioxane (20 mL) was added l-(2-(3-bromophenoxy)ethyl)rhoyrrolidine (290 mg, 1.07 mmol), Cs2CO3 (1.43 g, 4.4 mmol), Pd2(dba)3 (92 mg, 0.1 mmol), and 4,5-bis(diphenylphosphino)- 9,9-dimethyxanthene (Xant Phos, 174 mg, 0.3 mmol). The mixture was heated under reflux for 4 h under Ar. The solid was filtered off and the filtrate washed with brine (1 x 100 mL). The organic solution was separated and dried (Na2SO4). The solvent was removed until 5 mL and hexane (50 mL) was added, the solid was collected by filtration. The crude product was purified by HPLC and afforded the title intermediate 22 (55 mg, 16%).

With the rapid development of chemical substances, we look forward to future research findings about 16462-27-4.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); 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. 20781-06-0, name is 2,4-Diaminopyrimidine-5-carboxaldehyde. A new synthetic method of this compound is introduced below., Recommanded Product: 2,4-Diaminopyrimidine-5-carboxaldehyde

EXAMPLE 10 2,7-Diamino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidine (Prepared by the method of U.S. Pat. No. 3,534,039). To a solution of sodium 2-ethoxyethoxide prepared from 0.14 g of sodium and 60 mL of 2-ethoxyethanol was added 2.07 g of 2,4-diamino-5-pyrimidinecarboxaldehyde, and 2.79 g of 2,6-dichlorophenylacetonitrile. The mixture was heated at reflux for 4 hours, allowed to cool to room temperature, and the precipitated product was filtered and washed with diethyl ether to give 2,7-diamino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]-pyrimidine, mp 325-332 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, 20781-06-0, 2,4-Diaminopyrimidine-5-carboxaldehyde.

Reference:
Patent; Warner-Lambert Company; US5620981; (1997); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 28969-60-0 ,Some common heterocyclic compound, 28969-60-0, molecular formula is C4H2Cl3N3, 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.

EXAMPLE A5 To a flask under argon was added 4-amino-2,5,6-trichloropyrimidine (0.08564 mol), 4-amino-benzonitrile (0.1071 mol), 1-methyl-2-pyrrolidinone (17 ml) and HCl in diethylether (1M; 85.6 ml). The mixture was placed in an oil bath at 130 C. under a stream of nitrogen until the ether was gone. An additional 10 ml of 1-methyl-2-pyrrolidinone was added. The mixture was heated at 145 C. for 16 hours under argon. 1,4-Dioxane was added. The mixture was refluxed, cooled, then filtered. The filtrate was evaporated. The residue was dissolved in CH2C1-2, washed with 1 N NaOH, then filtered. The solid was dissolved in 2-propanone, evaporated onto silica gel, and chromatographed using 1-3% 2-propanone in hexane as eluent. The pure fractions were collected and the solvent was evaporated, yielding 1.63 g (6.8%) of 4-[(4-amino-5,6-dichloro-2-pyrimidinyl)amino]benzonitrile (interm. 12).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,28969-60-0, its application will become more common.

Reference:
Patent; Kukla, Michael Joseph; Ludovici, Donald William; Kavash, Robert William; De Corte, Bart Lieven Daniel; Heeres, Jan; Janssen, Paul Adriaan Jan; Koymans, Lucien Maria Henricus; de Jonge, Marc Rene; Van Aken, Koen Jeanne Alfons; Krief, Alain; US2003/186990; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1780-26-3 ,Some common heterocyclic compound, 1780-26-3, molecular formula is C5H4Cl2N2, 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.

Into aclean and dry 5 L 4 N round bottom flask connected to a mechanical stirrer and equipped with a condenser and thermometer socket is charged under stirring, 200 g of 2-amino-thiazole-N-(2-chloro-6-methylphenyl)-5-carboxamide, 146 g of 4,6-dichloro-2-methylpyrimidine and 2 L of THF under a nitrogen atmosphere. After clear solution, cooled the mass temperature to 10-20 C. Added 30 % sodium-t-butoxide solution to the reaction mass over a period of 60-75 min at 10-20 C and brown coloured solution formation is observed. Raised the reaction mass temperature to 25-30 C and maintained the mass temperature to 25-30 C for 90-120 min. After HPLC compliance cooled the mass temperature to 0-5 C and added 2 N HCl solution to the reaction mass over a period of 60-90 min at 0-5 C. Maintained the mass temperature at 0-5 C for 105-120 min and transferred the reaction mass into a Buchner funnel and flask kept under plant vacuum. Washed the wet cake with 600.0 mL of water and dried the wet material in a drier at 60-65 C for 8-10 h gave 210.0 g of the title compound with purity above 99 %. Off white colour solid; Elemental analysis C16H13N5OSCl2calcd (found) %: C 48.74 (48.91), H 3.32 (3.45), N 17.76 (15.97),O 4.06 (4.24), S 8.13 (8.29). IR (KBr, numax, cm-1): 3424.28,3241.22, 2876.23-2789.82, 1638.82, 770.36; 1H NMR (400MHz, DMSO-d6): delta2.247 (s, 3H, -CH3), 2.594 (s, 3H, -CH3),6.952 (s, 1H, ArH), 7.252-7.314 (m, 2H, ArH), 7.403-7.422(dd, 1H, ArH), 8.320 (s, 1H, ArH), 10.030 (s, 1H, -NH), 12.251(s, 1H, -NH); 13C NMR (100 MHz, DMSO-d6): delta167.38, 161.23,159.52, 158.48, 157.51, 140.76, 138.74, 133.28, 132.35, 129.02,128.24, 127.18-126.99, 103.40, 66.97, 25.12, 18.23; ESI-MS(m/z): 394.14 (M+1), 396.15 (M+3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1780-26-3, its application will become more common.

Reference:
Article; Buchappa; Sagar Vijay Kumar; Durga Prasad; Aparna; Asian Journal of Chemistry; vol. 30; 7; (2018); p. 1621 – 1628;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 10457-14-4, 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. 10457-14-4, name is 2,4-Bis((trimethylsilyl)oxy)pyrimidine. A new synthetic method of this compound is introduced below.

To a stirred solution of 16 (3.4326 g, 8.2913 mmol, 1 eq.) in CH2Cl2 (100 mL) at 0 C, was added2,4-O,O-bis(trimethylsilyl)uracil (6.3677 g, 24.8739 mmol, 3 eq.) and trimethylsilytrifluoromethanesulfone(3.0 mL, 16.5826 mmol, 2 eq.) and stirring was continued at 0 C for 2h and atroom temp for 3 h. The reaction was quenched with saturated aq. NaHCO3 at 0 C. The organiclayer was separated and the aqueous layer was extracted with ethyl acetate. The organic layerswere combined and dried over MgSO4. Solvent was removed under reduced pressure and theresidue was purified by silica gel chromatography (hexanes-ethyl acetate, 1:1) to afford 17(3.1305 g, 94%)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10457-14-4, 2,4-Bis((trimethylsilyl)oxy)pyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Kiran; Wakamatsu, Hideaki; Natori, Yoshihiro; Takahata, Hiroki; Yoshimura, Yuichi; Tetrahedron Letters; vol. 54; 30; (2013); p. 3949 – 3952;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 7627-44-3, 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. 7627-44-3, name is 2,4-Dichloro-5-(iodomethyl)pyrimidine. A new synthetic method of this compound is introduced below.

Step 5: Intermediate 5 [00557j To a 125 mL tube was added Intermediate 4 (360 mg, 1.60 mmol) 2,4-dichloro-5- (iodomethyl)pyrimidine (461 mg, 1.60 mmol) and DIPEA (848 tl, 4.79 mmol) in DMA (4 mL). The tube was sealed and the reaction mixture heated to 65 °C with stirring for 4 h after which it was cooled, concentrated and co-evaporated with toluene several times. The resultant oil was dissolved in EtOAc, and solids were removed by filtration. The filtrate was concentrated, dissolved in DCM and purified through flash chromatography on silica gel (eluting with EtOAc/hexanes) to provide 350 mg of the title compound. MS mlz: 350.3 (M+Hj.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7627-44-3, 2,4-Dichloro-5-(iodomethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; CELGENE AVILOMICS RESEARCH, INC.; SANOFI; D’AGOSTINO, Laura Akullian; SJIN, Robert Tjin Tham; NIU, Deqiang; MCDONALD, Joseph John; ZHU, Zhendong; LIU, Haibo; MAZDIYASNI, Hormoz; PETTER, Russell C.; SINGH, Juswinder; BARRAGUE, Matthieu; GROSS, Alexandre; MUNSON, Mark; HARVEY, Darren; SCHOLTE, Andrew; MANIAR, Sachin; WO2014/144737; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 588-36-3, Adding some certain compound to certain chemical reactions, such as: 588-36-3, name is 4-Amino-5-hydroxymethyl-2-(methylthio)pyrimidine,molecular formula is C6H9N3OS, 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 588-36-3.

To a stirred solution of (4-amino-2-(methylthio)pyrimidin-5-yl)methanol (3.05 g, 17.81 mmol) in dichloromethane (150 mL) was added manganese dioxide (12.5 g, 144 mmol) and the mixture was stirred overnight. The mixture was filtered through a pad of Celite and the filter cake was washed with dichloromethane (150 mL, 2X) and the filtrate was concentrated to give 4-amino-2-(methylthio)pyrimidine-5-carbaldehyde (1 .76 g, 10.40 mmol, 58 % yield) as a white solid. The Celite filter cake was further washed with methanol (150 mL). This filtrate was evaporated to dryness to give 4-amino-2-(methylthio)pyrimidine-5-carbaldehyde (486 mg, 2.87 mmol, 16 % yield) as a light gray solid. 1H NMR (400 MHz, CD3SOCD3) delta 3.34 (s, 3 H), 8.03 (br s, 1 H), 8.31 (br s, 1 H), 8.58 (s, 1 H), 9.77 (s, 1 H); LC-MS (LC-ES) M+H = 170.

According to the analysis of related databases, 588-36-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, Dave Norman; SHEARER, Barry George; YOUNGMAN, Mark Andrew; (214 pag.)WO2018/229629; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia