Pyrimidines

Application of 22536-65-8, 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 22536-65-8 as follows.

A mixture of 2.1 g (14.5 mmol) 2-chloro-5-methoxypyrimidine, 4.9 g (16.0 mmol) tert- butyl 4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1 – carboxylate, 339 mg (0.29 mmol) tetrakis(triphenylphosphine)palladium(0), 14.5 ml (29 mmol) 2M Na2CO3 solution and dioxane is heated to 140°C for 15 min using a microwave reactor. The reaction mixture is cooled to RT and DCM and water are added, the organic phase is separated and evaporated and purified by HPLC. Giving rise to tert-butyl 4-(5-methoxypyrimidin-2-yl)-3,6-dihydro-2H-pyridine-1 -carboxylate.Yield: 3.5 g (83percent), ESI-MS: m/z = 292 (M+H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22536-65-8, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HIMMELSBACH, Frank; BLUM, Andreas; PETERS, Stefan; (80 pag.)WO2017/148518; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 39876-88-5, 4-Chlorobenzofuro[3,2-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, 39876-88-5, blongs to pyrimidines compound. Formula: C10H5ClN2O

Synthesis Example 2 Synthesis of 4Pcczbfpm First, 0.15 g (3.6 mmol) of sodium hydride (60%) was put into a three-neck flask the air in which was replaced with nitrogen, and 10 mL of N,N-dimethylformamide (abbreviation: DMF) was dropped thereinto while stirring was performed. The container was cooled down to 0 C., a mixed solution of 1.1 g (2.7 mmol) of 9-phenyl-3,3′-bi-9H-carbazole and 15 mL of DMF was dropped thereinto, and stirring was performed at room temperature for 30 minutes. Then, the container was cooled down to 0 C., a mixed solution of 0.50 g (2.4 mmol) of 4-chloro[1]benzofuro[3,2-d]pyrimidine and 15 mL of DMF was added, and stirring was performed at room temperature for 20 hours. The resulting reaction solution was put into ice water and toluene was added to the mixture. An organic layer was extracted from the resulting mixture with the use of ethyl acetate and washed with saturated brine. Magnesium sulfate was added and filtration was performed. The solvent of the obtained filtrate was distilled oil and purification was conducted by silica gel colunm chromatography (developing solvent: toluene, and then a mixed solvent of toluene:ethyl acetate=1 :20). Recrystallization using a mixed solvent of toluene and hexane was performed, so that 1.0 g of 4PCCz8fpm, which was the target substance, was obtained as a yellowish white solid in a yield of 72%. Then, 1.0 g of the yellowish white solid was purified using a train sublimation method. In the purification by sublimation, the yellowish white solid was heated at 270 C. to 280 C. with the pressure set at 2.6 Pa and the argon gas flow rate set at 5 mE/mm After the purification by sublimation, 0.7 g of a yellowish white solid, which was the target substance, was obtained at a collection rate of 69%. The synthesis scheme of this step is shown in(A-2) below. Analysis results by nuclear magnetic resonance (?H-NMR) spectroscopy of the yellowish white solid obtained in the above step are described below. These results reveal that 4PCCz8fpm was obtained. ?H-NMR oe(CDC13): 7.31-7.34 (m, 1H), 7.43-7.46 (m, 3H), 7.48-7.54 (m, 3H), 7.57-7.60 (t, 1H), 7.62-7.66 (m, 4H), 7.70 (d, 1H), 7.74-7.77 (dt, 1H), 7.80 (dd, 1H), 7.85 (dd, 1H), 7.88-7.93 (m, 2H), 8.25 (d, 2H), 8.37 (d, 1H), 8.45 (ds, 1H), 8.49 (ds, 1H), 9.30 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,39876-88-5, its application will become more common.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; Seo, Satoshi; WATABE, Takeyoshi; MITSUMORI, Satomi; (178 pag.)US2017/92890; (2017); 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.3438-48-0, name is 4-Phenylpyrimidine, molecular formula is C10H8N2, molecular weight is 156.18, as common compound, the synthetic route is as follows.Recommanded Product: 3438-48-0

General procedure: To the mixture of an appropriate 4-substititedphenylpyrimidine (0.06mol) and acetamide (500mL), concentrated sulfuric acid (20mL) was added drop-wise at the temperature of 0-10C. Upon the completion of addition, 30% H2O2 (50mL) and saturated FeSO4·7H2O (aq. 100mL) were added drop-wise at the same time at the temperature of 0-10C. The reaction mixture the was stirred at 10-15C for 0.5h and then poured into water (2000mL), basified with potassium hydroxide to pH 9, and extracted with dichloromethane (200mL×3). The combined extracts were washed with brine (200mL×2), dried over anhydrous Na2SO4, and concentrated in vacuum to give the corresponding 4-substititedphenylpyrimidine-2-carboxamides as white solids in a moderate yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3438-48-0, 4-Phenylpyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Tang, Qidong; Zhao, Yanfang; Du, Xinming; Chong, Lian’E; Gong, Ping; Guo, Chun; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 77 – 89;,
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Pyrimidine – Wikipedia

Synthetic Route of 308348-93-8, Adding some certain compound to certain chemical reactions, such as: 308348-93-8, name is Methyl 2-aminopyrimidine-5-carboxylate,molecular formula is C6H7N3O2, 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 308348-93-8.

To a mixture of 2-bromo-1,1-diethoxyethane (100.6 g, 0.5 1 mol) and methyl 2-aminopyrimidine-5-carboxylate (63 g, 0.41 mol) in ethanol (300 mL) was added concentrated HBr (40%) (55 g). The reaction mixture was heated to reflux for 3 h under N?. After cooling to rt, the mixture was further cooled with an ice-water bath. The resulting precipitate was collected by vacuum filtration and dried under vacuum overnight to give the desired product (92 g, 87%).

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. 308348-93-8, Methyl 2-aminopyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; DRAGOVICH, Peter; GOSSELIN, Francis; YUEN, Po-Wai; ZAK, Mark; ZHENG, Xiaozhang; WO2013/127267; (2013); 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.799842-07-2, name is N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide, molecular formula is C16H19BrFN3O2S, molecular weight is 416.31, as common compound, the synthetic route is as follows.Product Details of 799842-07-2

b) from PMDBR (Kornblum oxidation): NaHC03 (220 mg, 2.6 mmol, 1.1 equiv.) and Nal (10 mol %) were dissolved in DMSO (5 mL) and cooled to 20 C. Then, PMDBR (1.0 g, 2,4 mmol, 1 equiv.) in DMSO (5 mL) was slowly added via a syringe pump during 1 h and reaction was left to stir for 24 h. Reaction mixture was then warmed to 70 C and Ac20 (5 equiv.) was added dropwise. Reaction was left to stir for additional 3 hours. After cooling on an ice bath, water (20 mL) was slowly added and precipitate was filtered off to afford 0.78 g (93 %) of PMDCHO.1H NMR (CDCI3): delta 1.30 (6H, d, J = 6.7 Hz), 3.53 (3H, s), 3.62 (3H, s), 3.99 (1 H, sep, J = 6.7 Hz), 7.21 (2H, m), 7.61 (2H, m), 9.95 (1 H, s) ppm. 13C NMR (CDCI3): 521.6, 31.9, 33.0, 42.4, 115.8, 116.0, 119.5, 132.5, 132.6, 158.7, 163.1 , 165.6, 169.7, 178.9, 190.4 ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,799842-07-2, N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; LEK PHARMACEUTICALS D.D.; CASAR, Zdenko; STERK, Damjan; JUKIC, Marko; WO2012/13325; (2012); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 5194-32-1, 2-Methylpyrimidine-5-carboxylic acid, 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, 5194-32-1, blongs to pyrimidines compound. Computed Properties of C6H6N2O2

2-Methyl-5-pyrimidinecarboxylic acid [e.g. available from Chemstep] (72 mg) was dried under vacuum over phosphorous pentoxide for 3 days and was then suspended in dry dichloromethane (1.5 ml) and treated at 20 C. with oxalyl chloride (0.046 ml) and DMF (1 drop). Rapid effervescence occurred and the mixture was stirred at room temperature for 30 mins and then added dropwise to a solution of Intermediate 16 (143 mg) in acetonitrile (3 ml). DIPEA (0.093 ml) was added and the mixture was stirred at room temperature for 1.75 h. The mixture was blown down to dryness and the residue purified by mass directed autoprep HPLC. Relevant fractions were collected and evaporated to dryness. The residue was further purified by SPE cartridge (5 g, aminopropyl) eluting with methanol. Relevant fractions were collected and evaporated to dryness. The residue was further purified by preparative TLC on a silica plate (20 cm×20 cm×1 mm) eluting with 5% methanol in ethyl acetate. The major band was collected, extracted with 20% methanol in chloroform and filtered and the filtrate evaporated to give Example 331 (70 mg) as a yellow solid. LCMS showed MH+=424; TRET=2.21 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5194-32-1, its application will become more common.

Reference:
Patent; Edlin, Christopher David; Holman, Stuart; Jones, Paul Spencer; Keeling, Suzanne Elaine; Lindvall, Mika Kristian; Mitchell, Charlotte Jane; Trivedi, Naimisha; US2009/131431; (2009); 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.32779-37-6, name is 2,5-Dibromopyrimidine, molecular formula is C4H2Br2N2, molecular weight is 237.88, as common compound, the synthetic route is as follows.Application In Synthesis of 2,5-Dibromopyrimidine

General procedure: A solution of (1-(3-(difluoromethyl)-4-fluorophenyl)-1 H-i ,2,3-triazol-4- yl)methanol (Intermediate 9, 110 mg, 0.41 mmol), Cs2CO3 (535.9 mg, 1.64 mmol), and i-(2-chloropyrimidin-5-yl)ethan-i-one (83.6 mg, 0.53 mmol) in ACN (0.02 mL) was heated at 110 C overnight. The reaction mixture wascooled, diluted with EtOAc, and washed with sat. aq. NH4CI. The organic layer was dried (Na2504), filtered, and concentrated under reduced pressure. Purification (FCC, 5i02, 0-50% EtOAc in hexanes) afforded the title compound (12 mg, 8%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,32779-37-6, 2,5-Dibromopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; CHEN, Gang; CHROVIAN, Christa C.; COATE, Heather R.; DVORAK, Curt A.; GELIN, Christine F.; HISCOX, Afton; LETAVIC, Michael A.; RECH, Jason C.; SOYODE-JOHNSON, Akinola; STENNE, Brice; WALL, Jessica L.; ZHANG, Wei; (583 pag.)WO2017/139428; (2017); A1;,
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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. 941685-26-3, name is 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below., Safety of 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine

4-methyl-3-((7-((2-(trimethylsilyl)ethoxy)m yl)oxy)benzoic acid: 4-chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3- d]pyrimidine (284 mg, 1.0 mmol), 3-hydroxy-4-methylbenzoic acid (152 mg, 1.0 mmol) and K2C03 (414 mg, 3.0 mmol) were combined in DMSO (5 mL) and stirred overnight at 100 C. The reaction mixture was then cooled to room temperature. The mixture was acidified with IN HQ solution and extracted with ethyl acetate. The organic phase was washed with brine, dried over Na2S04, filtered and concentrated. The crude product was purified by column chromatography to yield 296 mg of product as a colorless oil. MS (ESI) m/z 400 (M+H)+.

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, 941685-26-3, 4-Chloro-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; TREON, Steven, P.; BUHRLAGE, Sara, Jean; GRAY, Nathanael; TAN, Li; YANG, Guang; WO2015/89479; (2015); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 1240390-28-6, Adding some certain compound to certain chemical reactions, such as: 1240390-28-6, name is 2,4-Dichloropyrimidine-5-carboxylic acid amide,molecular formula is C5H3Cl2N3O, 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 1240390-28-6.

General procedure: Procedure B: A mixture of substituted 2,4-dichloropyrimidine (1.0 equiv.), and substituted aniline (1.0-1.05 equiv.), and DIPEA (1.2 equiv.) in isopropanol (0.1 M) was stirred and heated at reflux. The reaction time, work-up, and product isolation procedure are described below.

According to the analysis of related databases, 1240390-28-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; (257 pag.)WO2016/22460; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 939986-65-9, Adding some certain compound to certain chemical reactions, such as: 939986-65-9, name is 6-Chloropyrimidine-4-carbonitrile,molecular formula is C5H2ClN3, 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 939986-65-9.

To a stirred solution of methyl 3-(hydroxymethyl)benzoate (1.31 g, 7.88 mmol) in THF (10 mL) at RT, was added Cs2CO3 (3.8 g, 11.7 mmol) and the mixture stirred for 20 mm. To this was added a solution of 6-chloropyrimidine-4-carbonitrile B-i (750 mg, 7.17 mmol) in THF (15 mL) and the mixture stirred at RT for 16 h. The mixture was partitioned between water (100 mL) and EtOAc (50 mL). The organic layer was separated and the aqueous layer was re-extracted with EtOAc (20 ml). The combined organic layers were dried (MgSO4), filtered, and then concentrated under reduced pressure. The crude residue was purified (silica gel; eluting with 0- 60% EtOAc in hexanes), to afford compound B-2 as an off-white solid (1.01 g, 52%). ?H NMR (300 MHz, DMSO-d6): 8.97 (m, 1H), 8.06 (m, 1H), 7.94 (m, 1H), 7.82 (m, 1H), 7.75 (m, 1H), 7.56 (m, 1H), 5.56 (s, 2H), 3.84 (s, 3H); LCMS Mass: 270.0 (M+1).

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. 939986-65-9, 6-Chloropyrimidine-4-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
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Pyrimidine – Wikipedia