Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 90914-41-3, 3-Bromo-4-chloro-1H-pyrazolo[3,4-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, 90914-41-3, blongs to pyrimidines compound. Computed Properties of C5H2BrClN4

The resulting de- boc’ed residue was dissolved in TEtaF (5mL), and Et3N (0.1 mL) before adding 3-Bromo-4- Chloro-lH-pyrazolo[3,4-Patent; EXELIXIS, INC.; WO2006/71819; (2006); A1;,
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Pyrimidine – Wikipedia

Application of 10070-92-5, 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. 10070-92-5, name is Pyrimidine-5-carbaldehyde, molecular formula is C5H4N2O, 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 stirred solution of N-cyclopropyl-5-methoxy-2-methylaniline Int-11 (200 mg, 1.12 mmol) in DMF (4 mL) and water (0.4 mL) under an inert atmosphere was added pyrimidine-5-carbaldehyde (182 mg, 1.68 mmol) and oxone (690 mg, 2.24 mmol) at room temperature. The reaction mixture was stirred at room temperature for 2 h. After consumption of starting material (by TLC), the reaction mixture was diluted with water (20 mL) and extracted with EtOAc (2*20 mL). The combined organic extracts were dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude material was purified by silica gel column chromatography (eluent: 2% MeOH/CH2Cl2) to afford 1-cyclopropyl-6-methoxy-2-(pyrimidin-5-yl)-1H-benzo[d]imidazole Ex. 25 (95 mg, 0.35 mmol, 32%) as an off white solid. ?H NMR (400 MHz, CD3OD): oe 9.36 (s, 2H), 9.28(s, 1H), 7.60 (d, J=8.8 Hz, 1H), 7.20 (d, J=2.3 Hz, 1H), 6.98(dd, J=8.8, 2.4 Hz, 1H), 3.92 (s, 3H), 3.78-3.76 (m, 1H),1.25-1.22 (m, 2H), 0.84-0.72 (m, 2H) EC-MS: mlz 267 [M+H] at 1.70 RT (98.22% purity). HPEC: 99.94%.

According to the analysis of related databases, 10070-92-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Viamet Pharmaceuticals (NC), Inc.; Sparks, Steven; Yates, Christopher M.; Shaver, Sammy R.; (93 pag.)US2018/186773; (2018); A1;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid, the common compound, a new synthetic route is introduced below. Formula: C15H14N4O3

General procedure: To a suspension of compound 6 (0.033 mmol) in N,N-dimethylformamide (5 mL), corresponding amine (RNH2) (0.033 mmol) and DIPEA (0.1 mmol) were added at about 10 C under nitrogen atmosphere. To this, diethylphosphorocyanidate(0.04 mmol) was added slowly over a period of 15 min. The resultant solution was stirred for 3 h at about 10 C. The reaction was complete by TLC (TLC system: 10% methanol in chloroform). Reaction was slowly quenched using saturated sodium-bi-carbonate solution and the resulted solid was stirred for 30min. Solid was collected by filtration and the wet cake was washed with saturated sodium-bi-carbonate solution. Upon drying the wet cake for an hour under vacuum, it was further suspended in methanol and stirred for 30 min, filtered, collected and dried to get respective pure compounds.

The synthetic route of 137281-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Balaraman, Selvakumar; Nayak, Nagaraj; Subbiah, Madhuri; Elango, Kuppanagounder P.; Medicinal Chemistry Research; vol. 27; 11-12; (2018); p. 2538 – 2546;,
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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.1208170-17-5, name is 4-Chloro-6-methyl-2-(methylthio)pyrimidine-5-carbonitrile, molecular formula is C7H6ClN3S, molecular weight is 199.66, as common compound, the synthetic route is as follows.category: pyrimidines

To a round bottomed flask was added (5)-1-(1-methyl-6-(1-methyl-1H-pyrazol-5-yl)-1H-pyrrolo[3,2-b]pyridin-5-yl)ethanamine 2,2,2-trifluoroacetate (364 mg, 0.986 mmol) in THF (6400 mu) along with 4-chloro-6-methyl-2-(methylthio)pyrimidine-5 -carbonitrile (197 mg, 0.986 mmol) and Et3N (302 muEpsilon, 2.168 mmol). The reaction mixture was stirred at room temperature overnight and was subsequently purified on silica, eluting with a gradient of EtOAc/hexanes (2:8 to 9: 1) to give the title compound as a clear film (270 mg, 65.5%). ESI- MS m/z [M+H]+ calc’d for C21H22N8S 419.17; found 419.4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1208170-17-5, 4-Chloro-6-methyl-2-(methylthio)pyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; CHANG, Edcon; NOTZ, Wolfgang Reinhard Ludwig; WALLACE, Michael B.; WO2014/11568; (2014); A1;,
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Electric Literature of 3177-20-6, 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.3177-20-6, name is Methyl 2,4-dichloropyrimidine-5-carboxylate, molecular formula is C6H4Cl2N2O2, molecular weight is 207.0142, as common compound, the synthetic route is as follows.

A solution of methyl 2,4-dichloropyrimidine-5-carboxylate (27 mg, 0.13 mmol) in dichloroethane / i-butanol (1: 1, 2mL) was cooled to 0°C. ZnCl2 solution (1.0 M in ether, 0.29 mL, 0.29 mmol, 2.2 eq.) was added. After stirring for lh, a solution of (R)-methyl 1- isopropyl-7-(methylsulfonyl)-l,2,3,4-tetrahydrobenzo[4,5]imidazo[l,2-a]pyrazine-8- carboxylate (30 mg, 0.09 mmol) in dichloroethane / i-butanol (1: 1, 2 mL) was added slowly at 0°C. The mixture was stirred at rt overnight. Water (10 mL) was added and the mixture was extracted with EtOAc (10 mL X 3). The combined organic layers were dried over anhydrous Na2S04, filtered and concentrated under vacuum. The residue was purified by preparative TLC to afford (R)-methyl 2-(4-chloro-5-(methoxycarbonyl)pyrimidin-2-yl)-l- isopropyl-7-(methylsulfonyl)-l,2,3,4-tetrahydrobenzo[4,5]irnidazo[l,2-a]pyrazine-8- carboxylate (34 mg, 77.3percent yield) as a solid.

Statistics shows that 3177-20-6 is playing an increasingly important role. we look forward to future research findings about Methyl 2,4-dichloropyrimidine-5-carboxylate.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; DONG, Chengguo; FAN, Yi; LEFTHERIS, Katerina; LOTESTA, Stephen; SINGH, Suresh, B.; TICE, Colin; ZHAO, Wei; ZHENG, Yajun; ZHUANG, Linghang; WO2013/138568; (2013); A1;,
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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. 83410-18-8, name is 5-Iodo-6-methylpyrimidin-4-amine, molecular formula is C5H6IN3, 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. Recommanded Product: 5-Iodo-6-methylpyrimidin-4-amine

Reference Example 14-Amino-6-methyl-5-{[4-(trifluoromethyl)phenyl]ethynyl}pyrimidine4-Amino-5-iodo-6-methylpyrimidine and cuprous 4-(trifluoromethyl)phenylacetylide were reacted in pyridine while stirring under heating to obtain a target substance. The target substance was subjected to e.g., proton nuclear magnetic resonance spectrometry (1H-NMR) and mass spectrometry (MS) and confirmed as the titled compound. Furthermore, MS measurement result is shown.Mass spectrum: 278.

With the rapid development of chemical substances, we look forward to future research findings about 83410-18-8.

Reference:
Patent; Nishio, Tetsuya; US2011/319618; (2011); A1;,
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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 1074-40-4, name is 4,6-Dichloro-2-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H4Cl2N2O

A solution of 4,6-dichloro-2-methoxypyrimidine [0.7 g, Intermediate (4)], 2-(3-fluoro-4- methoxy-phenyl)-ethylamine [0.66 g, Intermediate (3)] and sodium bicarbonate (0.88 g) in EtOH (25 mL) is heated at 8O0C for three hours and poured into water (400 mL). The resulting solid is filtered and air dried affording (6-cMoro-2-methoxy-pyrimidin-4-yl)-f2-(3-fluoro-4-methoxyphenyl)- ethyliamine [1.1 g, Intermediate (5)]. MS: 312 (M+H); 1H NMR (CDCl3): delta 6.9-7 (3H, m); 6.05 (IH, s); 3.95 (3H1 s); 3.85 (3H, s); 3.6-3.7 (2H, m); 2.95 (2H, t).

With the rapid development of chemical substances, we look forward to future research findings about 1074-40-4.

Reference:
Patent; SANOFI-AVENTIS U.S. LLC; HARRIS, Keith John; WO2008/39882; (2008); A1;,
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Synthetic Route of 76196-80-0, 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. 76196-80-0, name is Methyl 5-methylpyrimidine-2-carboxylate, molecular formula is C7H8N2O2, 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 methyl 5-methylpyrimidine-2-carboxylate (100.00 mg, 657.25 umol, 1.00 eq) in CC (3.00 mL) were added benzoyl peroxide (31.84 mg, 131.45 umol, 0.20 eq) and l-bromopyrrolidine-2,5-dione (105.28 mg, 591.53 umol, 0.90 eq). The mixture was stirred at 70 C for 16 h. The reaction mixture was quenched by addition H20 (10 mL) and extracted with DCM (10 mL * 3). The combined organic layers were dried over anhydrous Na2S04 and concentrated. The crude residue was purified by column chromatography (Petroleum ether : Ethyl acetate=20: l to 1: 1) to afford methyl 5-(bromomethyl)pyrimidine-2- carboxylate (47.00 mg). LCMS (M+H+) m/z: 231

According to the analysis of related databases, 76196-80-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COTE, Alexandre; DUPLESSIS, Martin; GEHLING, Victor, S.; HARMANGE, Jean-christophe; VASWANI, Rishi, G.; (274 pag.)WO2016/172496; (2016); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 57054-92-9, 5-Bromo-2-chloro-4-methoxypyrimidine, 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, 57054-92-9, blongs to pyrimidines compound. Product Details of 57054-92-9

4-Methoxypyrimidine5-Bromo-2-chloro-4-methoxypyrimidine (5.00 g, 22.38 mmol) and 10% Pd/C (2.381 g, 2.24 mmol) and ammonium formate (8.47 g, 134.26 mmol) were stirred in methanol (50 mL) at room temperature for three hours. The reaction mixture was filtered through Celite to get rid of Pd/C, and the filtrate was evaporated to dryness. The residue was dissolved in methylene chloride, washed with water once, dried through MgSO4, filtrated and evaporated to dryness to give a yellow liquid as the title compound (2.25 g, 91.1%). The crude material was used as such without further purification.1H NMR (300 MHz, CHLOROFORM-d) delta ppm 8.79 (s, 1 H) 8.41 (d, J=5.7 Hz, 1 H) 6.73 (dd, J=5.8, 1.2 Hz, 1 H) 3.99 (s, 3 H). MS APCI, m/z=152 (M+ACN+H). HPLC 0.73 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,57054-92-9, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; US2008/318943; (2008); A1;,
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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. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine, molecular formula is C5H4F3N3, 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. HPLC of Formula: C5H4F3N3

A mixture of 6-(trifluoromethyl)pyrimidin-4-amine (232 mg, 1 .0607 mmol, prepared as described in WO20071 13558), 1 -[3-ethylsulfonyl-5-(trifluoromethyl)-2-pyridyl]ethanone (200 mg, 0.71 mmol) , copper(l)iodide (7.0 mg, 0.036 mmol) , ln(lll)triflate (4.0 mg, 0.0071 mmol) and 1 – methyl-2-pyrrolidone (4 mL) were stirred for 19 hr at 120C. LC-MS: desired product and starting material, and thus the reaction was stirred for a further 27hr at 120C. Reaction mixture was cooled to ambient temperature and water and ethylacetate were added. Aqueous layer was extracted 2 times with ethylacetate and the combined organic layers were washed with brine, dried over Na2S04, filtered and concentrated in vacuo. The product was purified by combiflash chromatography with column of 12 g and a gradient of cyclohexane + 0-80% ethylacetate, to give the title compound (96 mg, 31 %) as a white solid. 1H NMR (400MHz, CDCI3): delta (ppm) 9.20 (s, 1 H), 9.14 (s, 1 H), 8.80 (d, J=1.5 Hz, 1 H), 8.44 (s, 1 H), 7.99 (s, 1 H), 4.10 (q, J=7.5 Hz, 2H), 1 .43 (t, J=7.5 Hz, 3H). LCMS (method SQD13): Rt:0.98 min, 425 (M+H). Mpt. 180-181 C.

With the rapid development of chemical substances, we look forward to future research findings about 672-41-3.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EDMUNDS, Andrew; MUEHLEBACH, Michel; STOLLER, Andre; LOISELEUR, Olivier; BUCHHOLZ, Anke; HUETER, Ottmar Franz; BIGOT, Aurelien; HALL, Roger Graham; EMERY, Daniel; JUNG, Pierre Joseph Marcel; LU, Long; WU, Yaming; CHEN, Ruifang; WO2015/715; (2015); A1;,
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