Pyrimidines

Reference of 355806-00-7, 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.355806-00-7, name is (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl) methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester, molecular formula is C26H36FN3O6S, molecular weight is 537.64, as common compound, the synthetic route is as follows.

A solution of the compound of formula (41) (4.2 g, 7.8 MMOL) in ethanol (100 ML) IS added dropwise, at 0C, to a solution of sodium hydroxide (0. 1 M in water, 76 ml). The ice bath is removed and the reaction mixture is stirred at room temperature for 1 hour. The solvent is then drawn off using a rotary evaporator and the crude product is made to crystallise by adding ether. In that manner, 3.6 G (92 %) of the sodium salt (42) can be obtained in the form of a slightly yellowish powder. 1H NMR (300 MHz, D20): 1.14 (d, J = 6.7 Hz, 6H); 1.39-1. 42 (m, 1H) ; 1.50-1. 61 (m, 1H) ; 2.10-2. 24 (m, 2H); 3.21-3. 38 (m, 1H) ; 3.36 (s, 3H); 3.46 (s, 3H); 3.61-3. 72 (m, 1H) ; 4. 18-4. 24 (m, 1 H) ; 5.39 (dd, J = 8.5, 8.5 Hz, 2H); 7.40-7. 49 (m, 2H).

Statistics shows that 355806-00-7 is playing an increasingly important role. we look forward to future research findings about (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-isopropyl-2-[(methanesulfonyl) methylamino]pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoic acid tert-butyl ester.

Reference:
Patent; CIBA SPECIALTY CHEMICALS HOLDING INC.; WO2004/103977; (2004); A2;,
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 6299-85-0, name is Methyl 2,6-dichloropyrimidine-4-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Safety of Methyl 2,6-dichloropyrimidine-4-carboxylate

a) Methyl 2-chloro-6-(4-hydroxy-4-methyl-piperidin-1-yl)-pyrimidine-4-carboxylate; A mixture of methyl 2,4-dichloropyrimidine-6-carboxylate (1.66 g, 8.0 mmol), 4-methyl-piperidin-4-ol (1.21 g, 8 mmol) and sodium carbonate (1.74 g, 16.0 mmol) in methanol (8 mL) was stirred for 1 h at. The mixture was partitioned between ethyl acetate and water, and the organic layer was subsequently washed with brine, dried over sodium sulfate and evaporated under reduced pressure to give crude title compound (1.70 g, 72%) as light yellow solid. MS ISP (m/e): 286.1 [(M+H)+].

With the rapid development of chemical substances, we look forward to future research findings about 6299-85-0.

Reference:
Patent; Baumann, Karlheinz; Flohr, Alexander; Goetschi, Erwin; Jacobsen, Helmut; Jolidon, Synese; Luebbers, Thomas; US2009/215759; (2009); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3680-69-1, 4-Chloro-7H-pyrrolo[2,3-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, Recommanded Product: 3680-69-1, blongs to pyrimidines compound. Recommanded Product: 3680-69-1

To a suspension of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (3.99 g, 26.0 mmol, 1.0 eq) in dry DCM(150 mL) under argon, N-bromosuccinimide (6.02 g, 33.8 mmol, 1.3 eq) was added and the resulting mixture was stirred at RT for 3 h. The reaction mixture was diluted with MeOH (30 mL) and then concentrated in vacuo to yield a slight brown solid. The residue was triturated with H20 (150 mL). The solid was collected by filtration and then re-crystallized in MeOH to afford 5-bromo-4-chloro-7H-pyrrolo[2,3-d] pyrimidine (4.0 g, 66% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3680-69-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; INFINITY PHARMACEUTICALS INC.; INTELLIKINE, LLC; CASTRO, Alfredo, C.; EVANS, Catherine, A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LIU, Tao; SNYDER, Daniel, A.; TREMBLAY, Martin, R.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; WO2013/12915; (2013); A1;,
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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. 1004-39-3, name is 4,6-Diaminopyrimidine-2-thiol, molecular formula is C4H6N4S, 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. Product Details of 1004-39-3

2~(pentylthio)-pyrimidine-4,6-diaminePyrimidine-4,6-diamine-2-thiol (10 g, 70.3 mmol) was dissolved in methanol (140 mL) at rt to which 70 mL of IN sodium hydroxide was added. This was followed by ?-pentyl bromide (8.5 mL, 1.1 eq) and 100 mL dimethylformamide. The reaction was then stirred at rt for 18 h. LC/MS indicated clean conversion to the desired product, and consumption of starting material. The reaction was then concentrated in vacuo to provide an oil. The crude reaction mixture was then diluted with water (200 mL) and extracted with dichloromethane (3 x 300 mL). The organic portions were combined and dried over sodium sulfate, filtered and concentrated in vacuo. The product was used without further purification; yield 14.8 g (69.7 mmol)

With the rapid development of chemical substances, we look forward to future research findings about 1004-39-3.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/113538; (2007); A1;,
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Pyrimidine – Wikipedia

Reference of 33097-13-1, 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. 33097-13-1, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below.

In a glove box, to 2.36 g of 4,6-dichloro-2-(methylthio)pyrimidine-5- carbonitrile in 500 mL of 1 4-dioxane was added 2.82 g of phenylboronic acid, 14.70 g of potassium phosphate, 60 mg of palladium (II) acetate, then 141 mg of triphenylphosphine. The reaction was refluxed undernitrogen for 2.25 hours, cooled to room temperature, and then concentrated by rotary evaporation. Water was added and the contents were extracted with dichloromethane. The combined organic layers were dried over sodium sulfate, filtered, and concentrated by rotary evaporation to give a solid which was triturated with 45 mL of a 2:1 mixture of methyltert-butyl ether:dichloromethane, then washed with methyl tert-butyl ether to give Intermediate I as a tan solid (2.25g, 65% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33097-13-1, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; HOWARD JR, Michael Henry; HLAING, Htay Min; HOSTETLER, Greg A.; KONDAKOV, Denis Yurievich; DOBBS, Kerwin D.; (87 pag.)WO2017/210075; (2017); A1;,
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Pyrimidine – Wikipedia

Related Products of 591-55-9, 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. 591-55-9, name is 5-Aminopyrimidine, molecular formula is C4H5N3, 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.

12167] To a solution of 992C (80 mg, 0.22 8 mmol) in THF(1141 pi) was added 4-nitrophenyl carbonochloridate (55.2mg, 0.274 mmol). After stirring at room temperature for 2hours, pyrimidin-5-amine (65.1 mg, 0.685 mmol) and TEA(95 jil, 0.685 mmol) were added. The mixture was heated to 500 C. overnight. The reaction mixture was diluted with MeOH, followed by sodium hydroxide (1M, 1826 pi, 1.826 mmol) and heated to 500 C. for 1 h. The mixture was neutralized to pH-4, filtered and purified via preparative LC/MS with the following conditions: Colunm: Waters XBridge Cl 8, 1 9×200 mm, 5-jim particles; Mobile Phase A:5:95 acetonitrile:water with 0.1% trifluoroacetic acid; Mobile Phase B: 95:5 acetonitrile:water with 0.1% trifluoroacetic acid; Gradient: 35-95% B over 15 minutes, then a 8-minute hold at 100% B; Flow: 20 mE/mm. Fractions containing the desired product were combined and dried via centrifugal evaporation to afford Example 48 (80 mg, 0.18 mmol, 77% yield). EC-MS Anal. Calc?d. for C24H35N504, 457.27. found [M+H] 458.20. Tr=0.79 mm. (Method A). ?H NMR (500 MHz, DMSO-d5) oe 9.90 (s, 1H), 8.91 (s, 2H), 8.80 (s, 1H), 8.09 (s, 1H), 7.83 (s, 1H), 7.16 (d, J=8.2 Hz, 1H), 6.89 (d, J=7.2 Hz, 1H), 3.61-3.49 (m, 1H), 3.40 (t, J=6.7 Hz, 1H), 3.20 (s, 3H), 2.89 (d, J=7.2 Hz, 1H), 2.68-2.58 (m, 4H), 2.41 (dd, J=15.7, 8.6 Hz, 1H), 1.61 (dt, J=13.2, 6.6 Hz, 2H), 1.14 (t, J=7.2 Hz, 1H), 0.84 (d, J=6.6 Hz, 12H).

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 591-55-9, 5-Aminopyrimidine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; Balog, James Aaron; Cherney, Emily Charlotte; Guo, Weiwei; Huang, Audris; Markwalder, Jay A.; Seitz, Steven P.; Shan, Weifang; Williams, David K.; Murugesan, Natesan; Nara, Susheel Jethanand; Roy, Saumya; Thangavel, Soodamani; Sistla, Ramesh Kumar; Cheruku, Srinivas; Thangathirupathy, Srinivasan; Kanyaboina, Yadagiri; Pulicharla, Nagalakshmi; (495 pag.)US2016/289171; (2016); A1;,
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Pyrimidine – Wikipedia

Related Products of 65996-50-1 ,Some common heterocyclic compound, 65996-50-1, molecular formula is C6H5N3O2, 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.

5.1.1.2 2,4-Dichloropyrrolo[3,2-d]pyrimidine (1) To pyrrolo[3,2-d]pyrimidin-2,4-dione 5 (2.00 g, 13.2 mmol), 1 N NaOH (15 mL), and 0.60 g NaOH in 15 mL H2O was added and the mixture stirred at 40 C until a clear solution was obtained. The solution was cooled to room temperature (21-25 C) and then placed in an ice bath to obtain thick slurry. The slurry was then filtered to obtain a pale yellow solid. The solid was dissolved in 1 N NaOH (15 mL), and heated to 40 C to obtain a clear solution that upon cooling provided white crystals. The crystals were washed with MeOH (20 mL) and acetone (20 mL), and then dried under vacuum. The dry solids were taken in phenylphosphonic dichloride (10 mL) and heated to 170-175 C for 5 h during which the reaction mixture became a brown-black solution. After 5 h the hot reaction mixture was poured onto ice, extracted with EtOAc (200 mL) and the organic layer washed with satd NaHCO3 solution (3* 100 mL) till all effervescence subsided. The organic layer was then washed with brine and dried over MgSO4. The organic layer was concentrated in vacuo and loaded onto silica. The product was purified using column chromatography eluting with 9:1 then 3:1 hexanes/EtOAc to obtain 1 as an off-white solid (1.50 g, 7.9 mmol, 60%). Rf 0.5 in 3:1 hexanes/EtOAc. Mp 228.3-232.0 C. 1H NMR (400 MHz, DMSO-d6): delta 6.71 (d, 1H, J = 3.2 Hz), 8.09 (d, 1H, J = 2.8 Hz), 12.75 (s, 1H, NH). 13C NMR (100 MHz, DMSO-d6): delta 103.2, 124.3, 138.0, 143.5, 149.6, 153.9. ESI-MS m/z for C6H3Cl2N3 calculated [M+H]+ 187.9776, found 187.9777.

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. 65996-50-1, 1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Temburnikar, Kartik W.; Ross, Christina R.; Wilson, Gerald M.; Balzarini, Jan; Cawrse, Brian M.; Seley-Radtke, Katherine L.; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4354 – 4363;,
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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.1514-96-1, name is 4-Chloro-2-(trifluoromethyl)pyrimidine, molecular formula is C5H2ClF3N2, molecular weight is 182.53, as common compound, the synthetic route is as follows.Quality Control of 4-Chloro-2-(trifluoromethyl)pyrimidine

(1) Phosphorus oxychloride (15 mL) was added to 2-trifluoromethyl-4-hydroxypyrimidine (2.50 g) and the mixture was stirred at 60C for 1 hr. The mixture was concentrated under reduced pressure, and a saturated aqueous sodium hydrogen carbonate solution was added to the residue. The mixture was extracted with ethyl acetate. The extract solution was washed with saturated brine, dried and concentrated under reduced pressure to give 2-trifluoromethyl-4-hydroxypyrimidine (0.600 g) as a brown oil.(2) Piperazine (845 mg) was dissolved in DMF (6 mL) with heating and a DMF solution (1 mL) of the above-mentioned compound (597 mg) were added at 40C. The mixture was stirred at room temperature for 2 hr. The reaction solution was concentrated under reduced pressure, and water was added to the residue. The mixture was extracted with chloroform. The extract solution was washed with saturated brine, dried and concentrated under reduced pressure to give 1-(2-trifluoromethyl-4-pyrimidinyl)piperazine (680 mg) as a brown solid.(3) In the same manner as in Example 29(1) and using the title compound (0.832 g) of Reference Example 3 and the above-mentioned compound (0.676 g), 3-{(2S,4S)-1-tert-butoxycarbonyl-4-[4-(2-trifluoromethyl-4-pyrimidinyl)-1-piperazinyl]-2-pyrrolizinylcarbonyl}-1,3-thiazolidine (1.28 g) was obtained as a pale-brown solid.(4) The above-mentioned compound (1.27 g) was dissolved in ethanol (3 mL) and a 4.1 mol/L hydrochloric acid-ethanol solution (3 mL) was added. The mixture was stirred at room temperature for 13 hr. The reaction solution was concentrated under reduced pressure, and ethyl acetate was added to the residue. The precipitate was collected by filtration to give the title compound (1.02 g) as a white solid.1H-NMR(DMSO-d6) delta 2.15-2.33(1H,m), 2.90-4.05(16H,m), 4.45-4.78(3H,m), 7.24(1H,d,J=6.3Hz), 8.45(1H,d,J=6.3Hz), 9.12(1H,brs), 10.83(1H,brs), 12.7(1H,brs).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1514-96-1, 4-Chloro-2-(trifluoromethyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Mitsubishi Pharma Corporation; EP1426366; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 767-15-7 ,Some common heterocyclic compound, 767-15-7, molecular formula is C6H9N3, 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 a stirred solution of 2-fluoro-5-nitrotoluene (2 g, 12.903 mmol) in DMF (15 ml) was added 2- amino-3,5-dimethylpyrimidine (1.58 g, 12.90 mmol) and Cs2CO3 (6.2 g, 25.806 mmol) in a flask at room temperature and stirred for 16 h at 80 ¡ãC. Reaction mixture was monitored by TLC (50percent Ethyl acetate/Pet ether). After completion of the reaction, the reaction was allowed to room temperature and poured into ice water mixture and extracted with AcOEt (2 X 100 ml). The combined organic layers were dried over Na2SO4, filtered and concentrated under reduced pressure to give crude 4-methyl-N-(2-methyl-4-nitrophenyl) pyrimidin-2-amine (2.2 g). The crude product was used for next step without purification. Mass: (ES+) C13H14N4O2 required 258.1; found 259.1 [M+H], HPLC/MS method 2.

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. 767-15-7, 2-Amino-4,6-dimethylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENOSCIENCE PHARMA; BRUN, Sonia; BERET, Antoine; BASSISSI, Firas; HALFON, Philippe; COURCAMBECK, Jerome; (275 pag.)WO2017/191599; (2017); A1;,
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Application of 22536-65-8, 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.22536-65-8, name is 2-Chloro-5-methoxypyrimidine, molecular formula is C5H5ClN2O, molecular weight is 144.56, as common compound, the synthetic route is as follows.

To a suspensiOn of 6-(3-fluoro-4-(piperidin-4-yl)phenyl)-2H-benzo[d][l,3]oxathiole 3,3- dioxide (290 mg, 0.7 mmol) and 2-chloro-5-methoxypyrimidine (115 mg, 0.85 mmol) in acetonitrile (20 mL) was added triethylamine (63 mg, 0.6 mmol) and the reaction mixture was heated to reflux for 6 hours. Upon completion, the reaction mixture was cooled to ambient temperature. A white precipitate was formed which was filtered which was filtered off, washed with cold water and hexanes and then the crude product was purified by column chromatography on silica gel, eluting with dichloromethane to give the title compound (76 mg, 22 percent) as a white powder.

The chemical industry reduces the impact on the environment during synthesis 22536-65-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Peu Lama Na Perm Syutikeolseu In Keu .; Man Su-reu-ta-rek-su-ha-il; Cha Pi-beu-mi-ka-il; Yu Din-mi-ka-il; Ge Jen-cheu-be-i-yu-ri; Ni Ki-tin-al-rek-san-deu-reu; (190 pag.)KR2019/15535; (2019); A;,
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