Category: pyrimidines

Electric Literature of 2164-84-3, 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. 2164-84-3, name is 4,6-Diamino-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

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These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2164-84-3, its application will become more common.

Reference:
Patent; Nanjing Puruida Pharmaceutical Technology Co., Ltd.; Wang Xiaobo; (6 pag.)CN110407757; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 959236-97-6 , The common heterocyclic compound, 959236-97-6, name is 4-Bromo-2-(methylthio)pyrimidine, molecular formula is C5H5BrN2S, 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.

To stirred 30% H202 (6g, 29.4 mmol, 1 eq) was added ammonium molybdate tetrahydrate (1.09g, 0.88mmol, 0.03eq) at 0C portion wise then stirred for 20min., and then a solution of 4-bromo-2-(methylthio)pyrimidine (6g, 29.41mmol, leq) slowly added at 0C then allowed to RT for 3h. Monitored by TLC, the reaction mixture was concentrated to crude residue, which was diluted with cold water then extracted with DCM (3X100mL). The combined organic layer was washed with 5% H2SC>4 solution and water then dried over Na2SC>4 and concentrated to crude compound. The crude compound was purified by column chromatography (silica gel, 100-200 mesh) using 0-40% EtOAc in pet ether as eluent to afford 4-bromo-2- (methylsulfonyl)pyrimidine (6g, 86%) as off-white solid. LCMS: [M+H]+ 238.84.

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

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 30129-57-8, 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 30129-57-8, name is 6-Methyl-1H-pyrazolo[3,4-d]pyrimidin-4(7H)-one. This compound has unique chemical properties. The synthetic route is as follows.

3-Iodo-6-methyl-1 ,5-dihydro-4H-pyrazolo[3,4-dJpyrimidin-4-one. To a stirred20 suspension of 6-methyl-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one (80.0 g, 533 mmol) in dimethylacetamide (800 mL) was added N-iodosuccinimide (180 g, 799 mmol) portion-wise over aperiod of 30 min. The reaction mixture vas heated to 130C for 3 hours. The reaction mixturewas cooled to 0C and poured into a saturated aqueous solution ofNa2S203 (1.8 L) with stining.The mixture was allowed to settle for 3 h and the precipitated brown solid was filtered. The25 isolated brown solid was suspended in THF:Cf:bCN:MeOH:FhO (3:3:2:3) and stirred for 16 h.The resulting solid was filtered and dried under vacuum to provide the title compound (60 g,41 ~o) as a brown solid. 1H NNIR (400 NIHz, DMSO-do) 8 13.02 (s, 1H), 12.04 (s, 1H), 2.32 (s,3H). [M+H] ‘” 276.9.

According to the analysis of related databases, 30129-57-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DART NEUROSCIENCE, LLC; GOMEZ, Laurent; VERNIER, William, Francois; (104 pag.)WO2018/125810; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 53557-69-0, 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 53557-69-0, name is 6-Iodopyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

6-iodopyrimidin-4-amine (prepared as described in WO 2016071214, 5.83 g, 26.4 mmol) and (1,1,2,2,2Pentafluoroethy)(1,1OphenanthroNneKN1,KN1O)copper (15.1 g, 39.6 mmol) was suspended in dimethylformamide (95.0 mL) in a dried vial under argon. The resulting mixture was heated to 90C over night. The reaction mixture was cooled down to room temperature and filtered over Celite. The filter cake was rinsed with ethyl acetate and the resulting green suspension was washed with aqueous saturated sodium bicarbonate and ammonium hydroxide solution, and then brine. Drying over sodiumsulfate, filtration and concentration in vacuo gave the crude product which was purified by chromatography over silica gel to afford 6-(1,1,2,2,2-pentafluoroethyl)pyrimidin-4-amine. LC-MS: 214 (M+H), Rt: 0.67 min, 1H NMR (400 MHz, Chloroform) delta ppm 5.41 (br s, 2 H) 6.82 (d, J=1 .10 Hz, 1 1-1) 8.71 (s, 1 H)

According to the analysis of related databases, 53557-69-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EDMUNDS, Andrew; RENDLER, Sebastian; MUEHLEBACH, Michel; EMERY, Daniel; (109 pag.)WO2018/206348; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 395082-55-0, 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.395082-55-0, name is 2-Chloro-4-iodopyrimidine, molecular formula is C4H2ClIN2, molecular weight is 240.43, as common compound, the synthetic route is as follows.

A solution of 3-aminoindazole (670.5 mg, 5.0 mmol) and 2-chloro-3-iodopyrimidine (1.202 g, 5 mmol)((Chem Eur J 15, 1468 (2009)), in dry dioxan (25 mL), containing CuI (47.5 mg, 0.25 mmol) trans-1,2-diaminocyclohexane (114 mg, 1.0 mmol) and K3PO4 (1.06 g, 5 mmol) is refluxed under N2 for 24 hrs. (Bioorg Med Chem Letters 22, 4358 (2012)) The mixture is cooled to 25 C and quenched with water (50 mL) and extracted with ethyl acetate (3 x 25 mL), washed with water (2 x 25 mL) and saturated brine (25 mL), and dried over MgSO4. The solvent is removed under reduced pressure, and the residue is purified by column chromatography (Pet/EtOAc 10/1) to afford 3-amino-1-(2-chloropyrimidin-4-yl)-1H-indazole as a white solid.

Statistics shows that 395082-55-0 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-4-iodopyrimidine.

Reference:
Patent; CS PHARMASCIENCES, INC.; SONG, Yuntao; BRDIGES, Alexander, James; (524 pag.)WO2017/120429; (2017); A1;,
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. 70227-50-8, name is 2-(tert-Butyl)-4-chloro-5-nitropyrimidine, molecular formula is C8H10ClN3O2, 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. Quality Control of 2-(tert-Butyl)-4-chloro-5-nitropyrimidine

Compound 3.4 was dissolved in MeOH (1 mL) and ammonium hydroxide solution (1.5 mL) was added. The reaction mixture was stirred overnight. After removal of excess ammonia and MeOH, the mixture was extracted with chloroform. After drying with anhydrous sodium sulfate and removal of the solvent, compound 3.5 (89 mg, ~78%) was obtained and used without further purification.

With the rapid development of chemical substances, we look forward to future research findings about 70227-50-8.

Reference:
Patent; SUNESIS PHARMACEUTICALS, INC.; WO2006/65703; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 274-71-5, 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. 274-71-5, name is Pyrazolo[2,3-a]pyrimidine, molecular formula is C6H5N3, 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.

To a solution of pyrazolo[1,5-ajpyrimidine (1 g, 8.39 mmol) in acetonitrile (5 mL) was added NBS (1.494 g, 8.39 mmol) and the reaction mixture stirred at room temperature for 8 h. The reaction mixture was concentrated under reduced pressure and the residue purified by silica gel chromatography (0-30% petroleum ether/EtOAc) to afford 3-bromopyrazolo[1,5-ajpyrimidine (1.2 g, 6.06 mmol, 72% yield) as a brown solid. LCMS (ESI) m/e 198.0 [(M+H), calcd for C6H5BrN3198.01; LC/MS retention time (method A2): tR = 1.43 mm.

According to the analysis of related databases, 274-71-5, the application of this compound in the production field has become more and more popular.

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; (318 pag.)WO2017/59080; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 38275-61-5 ,Some common heterocyclic compound, 38275-61-5, molecular formula is C5H3ClN2O2, 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.

5-Chloro-pyrimidine-2-carboxylic acid {4-[2-((S)-2-amino-4,5-dihydro-oxazol-4-yl)-ethyl]-phenyl}-amide The title compound was obtained in analogy to example S3 using 5-chloropyrimidine-2-carboxylic acid (CAS 38275-61-5) instead of 4-chlorobenzoic acid in step c). White solid. MS (ISP): 348.3 ([{37Cl}M+H]+), 346.1 ([{35Cl}M+H]+).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 38275-61-5, 5-Chloropyrimidine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoener, Marius; Raab, Susanne; Risterucci, Celine; Sewing, Sabine; US2012/28964; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 31462-58-5, 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 31462-58-5, name is 5-Iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Example 10; Example 10.1; General Route; N-(1-(4-((4-(Pyrimidin-5-yloxy)phenyl)ethynyl)phenyl)propan-2-yl)acetamide; 28.1 mg (0.14 mmol) 5-iodopyrimidine, 40.0 mg (0.14 mmol) N-(1-(4-((4-hydroxy-phenyl)ethynyl)phenyl)propan-2-yl)acetamide (I76.1), 1.30 mg (0.07 mmol) CuI, 1.9 mg (0.14 mmol) N,N-dimethylglycine hydrochloride and 58.7 mg (0.18 mmol) Cs2CO3 are added to 1 mL dioxane. The reaction mixture is stirred at 90 C. for 2 h then filtered through a plug of silica gel and washed with DMF. The filtrate is purified by HPLC (MeOH/H2O/TFA).C23H21N3O2 (M=371.4 g/mol)ESI-MS: 372 [M+H]+ Rt (HPLC): 2.22 min (method M)

According to the analysis of related databases, 31462-58-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2012/214785; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 20651-30-3, Adding some certain compound to certain chemical reactions, such as: 20651-30-3, name is 5-Methyl-2-(methylthio)pyrimidin-4(3H)-one,molecular formula is C6H8N2OS, 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 20651-30-3.

(4) 15 g of the Compound [156-3] was dissolved in 50 mL of phosphorus oxychloride, and the solution was stirred at 120°C for 2 hours. The reaction solution was immersed in broken ice, extracted with chloroform, filtered, concentrated, and purified by silica gel column chromatography to obtain 13 g of the target compound [156-4]. [Show Image] The spectral data of the compound represented by the above Formula [156-4] is presented below. mass: 175 (M+1)+.

According to the analysis of related databases, 20651-30-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1754706; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia