Pyrimidines

Reference of 54-20-6, 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.54-20-6, name is 5-(Trifluoromethyl)pyrimidine-2,4(1H,3H)-dione, molecular formula is C5H3F3N2O2, molecular weight is 180.09, as common compound, the synthetic route is as follows.

EXAMPLE 7 2′-Deoxy-5-trifluoromethyl-4′-thiouridine Starting with 5-trifluoromethyluracil, this compound was prepared in a similar manner to that described in Example 5. 5-trifluoromethyluracil is commercially available. A sample of this compound of anomer ratio beta/alpha ca. 8:1 was obtained by trituration of the crude deprotected nucleoside mixture with acetone, filtration and evaporation. 1 H-200 MHz NMR DMSO-d6, delta:11.8 (br s, 1H, NH); 8.83 (s, 1H, beta-6-H); 6.2 (t, 1H, beta-1′-H); 5.2-5.4 (m, 2H, beta-3’+5′-OH); 4.25-4.4 (m, 1H, beta-3′-H); 3.5-3.8 ((m, 2H, beta5’H); 3.0-3.5 (m, 4’H obscured by solvent); 2.2-2.4 (m, 2H, beta-5′-H2); small signals indicative of the alpha-anomer content were also observed. Mass spectrum: observed m/z 312 for C10 H11 F3 N2 O4 S.

Statistics shows that 54-20-6 is playing an increasingly important role. we look forward to future research findings about 5-(Trifluoromethyl)pyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; University of Birmingham; US5356882; (1994); A;,
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Pyrimidine – Wikipedia

Related Products of 57054-92-9, 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. 57054-92-9, name is 5-Bromo-2-chloro-4-methoxypyrimidine, molecular formula is C5H4BrClN2O, 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.

Step X1 : 2-r(5-Bromo-4-methoxy-pyrimidin-2-yl)-methyl-aminol-ethanol A mixture of 5-bromo-2-chloro-4-methoxypyrimidine (5 g, 22.4 mmol) and 2-(methylamino)ethanol (2.19 g, 29.1 mmol) in THF (40 ml.) was stirred for 18 h at rt and concentrated. The residue was purified by flash chromatography (hexane/EtOAc, 3:2) to afford 5.38 g of the title compound. tR: 0.84 min (LC-MS 2); ESI-MS: 262.1/264.1 [M+H]+ (LC-MS 2); Rf: 0.15 (hexane/EtOAc 3:2).

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 57054-92-9, 5-Bromo-2-chloro-4-methoxypyrimidine.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GUAGNANO, Vito; HOLZER, Philipp; KALLEN, Joerg; LIAO, Lv; MAH, Robert; MAO, Liang; MASUYA, Keiichi; SCHLAPBACH, Achim; STUTZ, Stefan; VAUPEL, Andrea; WO2013/111105; (2013); A1;,
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Reference of 120747-84-4, 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.120747-84-4, name is 2-Aminopyrimidine-5-carbaldehyde, molecular formula is C5H5N3O, molecular weight is 123.11, as common compound, the synthetic route is as follows.

5G To a solution of compound 5F (0.41 g, 1.0 mmol) in CH2Cl2 (20 mL) was added a solution of compound 5G (0.31 g, 2.5 mmol, JP Patent 63227573, 1988), NaBH(OAc)3 (0.53 g, 2.5 mmol) and few drops of AcOH and the resulting reaction was allowed to stir for about 15 hours at 20 C. The reaction mixture was partitioned between 10% NaOH and CH2Cl2 and the organic layer was dried with Na2SO4 then concentrated in vacuo. The resulting residue was purified using flash chromatography (0-5% 7N NH3-CH3OH/CH2C12) to provide compound 5 (0.45g, 87%). MS: 516 (M+H).

The chemical industry reduces the impact on the environment during synthesis 120747-84-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; SCHERING CORPORATION; WO2008/108958; (2008); A2;,
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Pyrimidine – Wikipedia

Reference of 10397-13-4, Adding some certain compound to certain chemical reactions, such as: 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine,molecular formula is C8H9Cl2N3O, 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 10397-13-4.

A mixture of 2-difluoromethyl-lff-benzimidazole (0.168 g), 4,6-dichloro-2-morpholin- 4-yl-rhoyrimidine (0.233 g), sodium hydrogen carbonate (0.168 g) and DMA (5 ml) was stirred under nitrogen at 900C for 20 hours, filtered and evaporated. The product was purified by chromatography on silica eluting with increasing proportions of ethyl acetate in dichloromethane/iso-hexane (1:1). There was thus obtained l-(6-chloro-2-morpholin-4-yl- pyrimidin-4-yl)-2-(difluoromethyl)benzoimidazole (0.075 g); NMR Spectrum: (DMSOd6) 3.70 (m, 4H), 3.78 (m, 4H), 7.20 (s, IH), 7.39-7.72 (m, 3H), 7.84 (d, IH), 7.90 (d, IH); Mass Spectrum: M+H+ 366.

According to the analysis of related databases, 10397-13-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BUTTERWORTH, Sam; GRIFFEN, Edward, Jolyon; HILL, George, Beresford; PASS, Martin; WO2008/32036; (2008); A1;,
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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.3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, molecular weight is 183.42, as common compound, the synthetic route is as follows.Quality Control of 2,4,6-Trichloropyrimidine

The 6-chloro-4-(2-difluoromethylbenzimidazol-l-yl)-2-morpholinopyrimidine used as a starting material was prepared as follows :-; Under an atmosphere of nitrogen, a solution of morpholine (13.06 ml) in methylene chloride (100 ml) was added dropwise over 15 minutes to a stirred mixture of 2,4,6-trichloropyrimidine (27.52 g), triethylamine (22.1 ml) and methylene chloride (200 ml) that was cooled to a temperature between 5C and 15C. The resultant mixture was allowed to warm to ambient temperature and was stirred for 2 hours. The mixture was washed with an aqueous brine solution. The organic solution was dried over magnesium sulphate and evaporated. The residue was purified by column chromatography on silica using increasing proportions of ethyl acetate added to a 1 : 1 mixture of isohexane and methylene chloride as eluent. There was thus obtained 4,6-dichloro-2-morpholinopyrimidine (6.82 g); NMR Spectrum: (DMSOd6) 3.64-3.71 (m, 8H), 6.97 (s, IH); Mass Spectrum: M+H+ 234.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3764-01-0, 2,4,6-Trichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BUTTERWORTH, Sam; GRIFFEN, Edward, Jolyon; HILL, George, Beresford; PASS, Martin; WO2008/32089; (2008); A1;,
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Synthetic Route of 32779-36-5, 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.32779-36-5, name is 5-Bromo-2-chloropyrimidine, molecular formula is C4H2BrClN2, molecular weight is 193.4291, as common compound, the synthetic route is as follows.

Preparation B; N-[5-(4-bromophenyl)-6-[2- [(5-bromo-2-pyrimidinyl)oxy] ethoxy]-4-pyrimidinyl]-N’-propylsulfamide (macitentan); N-(5-(4-bromophenyl)-6-(2-hydroxyethoxy)pyrimidin-4-yl)propane-1-sulfamide (200 g; 0.46 mol; see Example 1) and 5-bromo-2-chloropyrimidine (117 g; 0.60 mol; 1.3 eq.) were dissolved in toluene (3 L) and DMF (400 mL). The reaction mixture was warmed up to 50°C and toluene (approx. 400 mL) was distilled our under reduced pressure. The mixture was cooled to 0 °C and tBuOK (156 g, 3 eq., 1.38 mol) was added portionwise. It was stirred at 20 °C for 1 h. Water (1 L) was added and the pH of the solution was adjusted to 3-5 using 33percent aq. HCl. The mixture was heated to 50°C and the layers were separated. The org. phase was treated with charcoal at 50°C and filtered over Celite. The filter cake was rinsed with toluene. At 50°C, water (1 L) was added to the org. layer. The layers were separated. The org. layer was concentrated under reduced pressure to a total volume of 1 L and cooled to 0°C. The solid obtained was filtered off. It was rinsed with toluene and MeOH. The crude material was suspended in EA (1 L) and heated to 50°C. 300 mL of EA were distilled out and MeOH (400 mL) was added. The suspension was cooled down to 0°C. The solid was filtered off, rinsed with MeOH and dried under reduced pressure to afford the title compound as a white solid (225 g; 83percent yield).

Statistics shows that 32779-36-5 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-chloropyrimidine.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; ABELE, Stefan; FUNEL, Jacques-Alexis; SCHINDELHOLZ, Ivan; WO2015/4265; (2015); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 89581-38-4, 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. 89581-38-4, name is Methyl 5-bromopyrimidine-2-carboxylate, molecular formula is C6H5BrN2O2, 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.

j0445j To a round bottom flask were added sequentially methyl 5-bromopyrimidine-2- carboxylate (0.83 g, 3.82 mmol), di-tert-butyl( (3,6-dimethoxy-2-[2,4,6-tris(propan-2- yl)phenyl]phenyl})phosphane (0.02 g, 0.04 mmol) and caesium carbonate (1.74 g, 5.35 mmol). These solids were mixed, then evacuated under vacuum and purged with nitrogen three times. Methanol (0.61 g, 19.12 mmol) was then added to this flask via a syringe. lila separate flask was weighed methanesulfonato(2-(di-tert-butylphosphino)-3 ,6-dimethoxy- 2?,4?,6?-tri-i-propyl- 1,1 Lhiphenyl)(2?amino_1, I ?-biphenyl-2-yl)palladium(II) (0.03 g, 0.04 mmol), which was evacuated and purged with nitrogen twice. Dioxane (3.8 mL) was added to this flask and the flask agitated until a greenish solution resulted; this solution was then transferred via syringe to the first flask. The resulting reaction mixiure was heated to 50 C for 4 hours. The reaction mixture was cooled, diluted with ethyl acetate and filtered. The velatiles were evaporated and the residue purified by FCC (silica, 50-100% ethyl acetate in heptane) to give the title compound 0.25 g (32% yield) as an off-white solid. SH NMR (500 MHz, Chloroform) X.54 (s, 2H), 4M5 (s, 3H), 4AM (s, 3H). Tr(METCR1673) = 0.48 mm, (ESj (M–H) 169.

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 89581-38-4, Methyl 5-bromopyrimidine-2-carboxylate.

Reference:
Patent; CHDI FOUNDATION, INC.; DOMINGUEZ, Celia; WITYAK, John; BARD, Jonathan; KISELYOV, Alex; BROWN, Christopher, John; GALAN, Sebastien, Rene Gabriel; PRIME, Michael, Edward; GILES, Paul, Richard; GADOULEAU, Elise, Luciennen Paulette; KRUeLLE, Thomas, Martin; CLARK-FREW, Daniel; JOHNSON, Peter, David; SCHAERTL, Sabine; HERRMANN, Frank; GRIMM, Steffen, Kaspar; KAHMANN, Jan, Dirk; SCHEICH, Christoph; COE, Samuel; HAYES, Sarah; (271 pag.)WO2016/33445; (2016); A1;,
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Electric Literature of 933702-55-7, 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. 933702-55-7, name is 2-Chloropyrimidine-5-carbaldehyde, molecular formula is C5H3ClN2O, 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.

(3) Add 5.4 g (37.5 mmol) of 2-chloropyrimidin-5-formaldehyde, 5.0 g (31.2 mmol) of intermediate 2 and 30 ml of methanol to a 150 ml single-mouth bottle, stir and mix well, and add 0.4 g of ethylene to the mixture. The amine is heated to reflux 12, and the reaction is completed. After cooling the reaction product to room temperature, it was extracted with dichloromethane, washed with water, dried over anhydrous sodium sulfate, filtered, and evaporated.Dichloromethane was removed by distillation to give a crude material (yield: petroleum ether) to give the product 5-(2-chloropyrimidine-5-)methylene-4-phenylfuran-2 (5H) – Ketone 6.7 g, yield 62.8%.

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 933702-55-7, 2-Chloropyrimidine-5-carbaldehyde.

Reference:
Patent; Yangtze University; Wu Qinglai; Cai Jinlong; (28 pag.)CN109761939; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 6214-65-9, 5-Acetyluracil, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

Example P41; benzofuro[3,2-d]pyrimidine-2,4(1H,3H)-dione:To a stirred solution of 3-amino-2,3-dihydrobenzofuran-2-carboxamide (82.2 mg, 0.461 mmol, 1.0 eq.) in anhydrous toluene (8 mL) under an inert atmosphere was added oxalyl chloride (70.2 mg, 553 mumol, 1.2 eq.) in a dropwise manner. The resulting mixture was heated to reflux (115 0C) for 4 hours whereupon it was cooled and stirred for a further 16 hours. The crude reaction mixture was concentrated to half of its volume and filtered to give a colorless solid (41.5 mg, 45 %).Analytical data:1H-NMR (400 MHz, DMSO): delta 11.80 (s, 1 H), 8.50-7.20 (m, 4H).13C-NMR (125 MHz, DMSO): delta 162.2, 157.0, 152.7, 134.6, 128.4, 125.9, 125.1 ,123.5, 121.1 , 112.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6214-65-9, 5-Acetyluracil, and friends who are interested can also refer to it.

Reference:
Patent; UNIVERSITY OF BASEL; CMILJANOVIC, Vladimir; CMILJANOVIC, Natasa; GIESE, Bernd; WYMANN, Matthias; WO2010/52569; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
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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 1111638-74-4, name is 4-(3-Iodo-1H-pyrazol-4-yl)-2-(methylthio)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C8H7IN4S

Example B-49: Preparation of 3-(4-(1-(1-hydroxy-2-methylpropan-2-yl)-3-(5-methoxypyridin-3-yl)- 1H-pyrazol-4-yl)pyrimidin-2-ylamino)propanenitrileB-49-1 B-49-2B -49-4 B-49Preparation of methyl 2-(3-iodo-4-(2-(methylthio)pyrimidin-4-yl)-1H-pyrazol-1-yl)-2- methylpropanoate (B-49-1)B-49-1To a mixture compound A (60 g, 0.19 mol) and methyl 2-bromo-2-methylpropanoate (102 g, 0.57 mol) in DMF (400 ml_) was added freshly ground potassium carbonate (65 g, 0.47 mol) in one portion. The reaction mixture was stirred at 8O0C for 18 hours. LC-MS indicated the reaction was complete. The reaction mixture was filtered and the filtrate was partitioned between ethyl acetate (1200 mL) and brine (300 mL). The aqueous layer was extracted with EtOAc (2 x 500 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by silica gel chromatography using 5-30% EtOAc in petroleum ether as eluent to give compound B-49-1 (62 g, 78%) as syrup, which solidified on standing.

With the rapid development of chemical substances, we look forward to future research findings about 1111638-74-4.

Reference:
Patent; PFIZER INC.; WO2009/16460; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia