Pyrimidines

611-08-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 611-08-5, name is 5-Nitrouracil. This compound has unique chemical properties. The synthetic route is as follows.

5-nitrouracil (10.00 g, 64 mmole) and potassium carbonate were stirred in dimethylformamide (50 ML) for 15 min.. A solid formed.. iodomethane (5.3 ML, 85 mmol) was added and the flask was shaken until the solid dissolved.. After the reaction mixture was stirred for 30 min., 2% NaOH (w/v) (200 ML) was added, followed by water (100 ML).. The solution was washed with ethyl acetate (100 ML), and the aqueous layer was acidified to PH 3 with 1.0N HCl. A precipitate formed as the PH was lowered.. After allowing the heterogeneous solution to stand for 16 hours, the product was filtered, washed with water, and air dried.. The title compound was isolated in 77% yield as a yellow powder; m.p. 249 to 250 C.

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 611-08-5, 5-Nitrouracil.

Reference:
Patent; Corvas International, Inc.; US6342504; (2002); B1;,
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137234-74-3, 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. 137234-74-3, name is 4-Chloro-6-ethyl-5-fluoropyrimidine. A new synthetic method of this compound is introduced below.

Comparative Example: Reformatsky reaction of 4-(1-bromoethyl)-5-fluoro-6-(1-methyl-1H-tetrazol-5-yl-sulfanyl)pyrimidine; Step 1: Preparation of 4-ethyl-5-fluoro-6-(1-methyl-1H-tetrazol-5-yl-sulfanyl)pyrimidine; A mixed solution of 14.5g of 5-mercapto-1-methyltetrazole and 200mL of tetrahydrofuran was cooled to 5 and 3.3g of sodium hydride was added thereto, followed by stirring for 10 minutes. After being stirred at 25 for 30 minutes, the mixed solution was cooled to 5. 20g of 4-chloro-6-ethyl-5-fluoropyrimidine was added dropwise thereto at a temperature of below 20 over 15 minutes, followed by elevation to 25 and stirring for 30 minutes. The resulting mixture was concentrated under reduced pressure and diluted with 300mL of ethyl acetate. The organic layer was successively washed with 200mL of a saturated ammonium chloride solution and 200mL of purified water. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The concentrate was crystallized from 30mL of isopropanol and 30mL of hexane, filtered and dried to afford 19g (yield: 63.4%) of a pale yellow compound. 1H-NMR (200MHz, CDCl3) delta (ppm): 8.52 (s,1H), 4.11 (s,3H), 2.86 (q,2H), 1.32 (t,3H)

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. 137234-74-3, 4-Chloro-6-ethyl-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Boryung Pharmaceutical Co., Ltd; EP2444398; (2012); A2;,
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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 90213-66-4, name is 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. 90213-66-4

To a mixture of 2,4-dichloro-7H- pyrrolo[2,3-d]pyrimidine (7 g, 37.23 mmol) in DMF (37 mL) was added NIS (8,79 g, 39.09 mmol) in one portion at 0 C under N2. The mixture was stirred at 25 C for 1.5 h. The reaction solution was poured into ice-water ( 100 mL), and the resulting precipitate was isolated by filtration. The filter cake was washed with ice water (2 chi 50 mL) and dried under reduced pressure to give 2,4-dichloro-5-iodo-7H- pyrrolo[2,3-d]pynmidme as a yellow solid. LCMS: RT 0,771 min, m/z = 313.9 [M+H]+. NMR (400 MHz, DMSO): delta 13.12 (br. s, 1 H), 7.97 (d, J=2.01 Hz, 1 H).

Statistics shows that 90213-66-4 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; DENALI THERAPEUTICS INC.; ESTRADA, Anthony A.; FENG, Jianwen A.; LYSSIKATOS, Joseph P.; SWEENEY, Zachary K.; DE VICENTE FIDALGO, Javier; (271 pag.)WO2017/87905; (2017); A1;,
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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 672-41-3 as follows., 672-41-3

Example 17N-{4-r(3-Methyl-4-oxo-3.4-dihvdroquinazolin-6-yl)oxylphenyl|-N’-r6- ftrifluoromethyl)pyrimidin-4-yl]urea; A the solution of 2,2,2-trichloro-N-{4-[(3-methyl-4-oxo-3,4-dihydroquinazolm-6- yl)oxy]phenyl}acetamide (Method 29, 206 mg, 0.50 mmol) andnuaOH (52 mg, 1.3 mmol) in DMSO (3 ml) was treated with 6-(trifluoromethyl)pyrimidin-4-amine (Method 30, 98 mg, 0.60 mmol). The reaction mixture was stirred at 80 C until the starting material was consumed. The reaction mixture was cooled to ~25 C and then added to water. The aqueous layer was extracted with DCM and the combined extracts were washed with NH4Cl(aq). The organic solution was dried over Na2SO4(S) and the solvents were removed under reduced pressure. The crude material was purified by crystallization to yield 80 mg of desired compound (35 %). NMR: 10.23 (s, 1 H), 9.67 (s, 1 H), 9.00 (s, 1 H), 8.31 (s, 1 H), 8.19 (s, 1 H), 7.71 (d, 1 H), 7.63 – 7.51 (m, 3 H), 7.46 – 7.39 (m, 1 H), 7.19 – 7.10 (m, 2 H), 3.46 (s, 3 H); m/z 456.

The chemical industry reduces the impact on the environment during synthesis 672-41-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2007/119055; (2007); A1;,
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32779-36-5, 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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine. A new synthetic method of this compound is introduced below.

In a microwave vial were mixed: 1,1-dimethylethyl 1-piperazinecarboxylate (110 mg, 0.589 mmol, available from Fluke), 5-bromo-2-chloropyrimidine (95 mg, 0.491 mmol, available from Lancaster) and DIPEA (0.112 mL, 0.638 mmol) in tert-butanol (2 mL). The reaction was stirred and heated in an Emrys Optimizer microwave at 150¡ã C. for 0.5 hr. The reaction mixture was partitioned between EtOAc (20 mL) and water (20 mL) and the organic layer washed with brine (20 mL) before being dried through an hydrophobic frit and concentrated to yield the desired product (162.3 mg)LCMS (Method C): Rt=1.26, MH+=343

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. 32779-36-5, 5-Bromo-2-chloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Demont, Emmanuel Hubert; Garton, Neil Stuart; Gosmini, Romain Luc Marie; Hayhow, Thomas George Christopher; Seal, Jonathan; Wilson, David Matthew; Woodrow, Michael David; US2012/208798; (2012); A1;,
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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. 147118-40-9, name is Rosuvastatin methyl ester. A new synthetic method of this compound is introduced below., 147118-40-9

Example 4130.0 g (0.061 mol) of crystalline Form II rosuvastatin methylester are suspended in 150 cm3 of water with stirring at 25 ¡ãC. Into the suspension thus obtained, 61 cm of 1.0 M aqueous TBA solution are added. Thereafter in two hours periods, each time 12.2 cm3 of 1.0 M aqueous TBA solution added to the reaction mixture four times. After 16 hours reaction time, a further 12.2 cm3 portion of 1.0 M aqueous TBA solution are added and the reaction mixture is stirred for a further 24 hours. The product is filtered, washed with cold ethylacetate and dried. Thus 28.5 g (84 percent) of white product having purity (HPLC) of 99.98 percent are obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,147118-40-9, Rosuvastatin methyl ester, and friends who are interested can also refer to it.

Reference:
Patent; EGIS GYOGYSZERGYAR NYILVANOSAN M?KOeD? RESZVENYTARSASAG; KOVANYINE LAX, Gyoergyi; SIMIG, Gyula; VOLK, Balazs; BARTHA, Ferenc Lorant; KRASZNAI, Gyoergy; RUZSICS, Gyoergy; SIPOS, Eva; NAGY, Kalman; MOROVJAN, Gyoergy; BARKOCZY, Jozsef; KESZTHELYI, Adrienn; IMRE, Janos; BAGYINSZKI, Gabor; WO2012/73055; (2012); A1;,
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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 289042-12-2 as follows., 289042-12-2

(2) Preparation of sodium (E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl) amino]pyrimidin-5-yl]-(3R,5S)-3,5-dihydroxy-hept-6-enoate (compound IV) To a 5 L four-necked flask, 2 L (10 mL/g) of acetonitrile and 200 g (1 mol) of tert-butyl 6-[(1E)-2-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methanesulfonyl)amino]-5-pyrimidinyl]vinyl]-2,2-dimethyl-1,3-dioxane-4-acetate (compound III) were added, and stirred to homogeneity, followed by adding 14.8 g (0.02 mol, calculated from titrated content) of an aqueous solution of hydrochloric acid having a mass percentage concentration of 0.06%. The system was warmed up to 35 C. and stirred at the same temperature for 5 hours until compound III was completely consumed. To the reaction system was added dropwise 32.5 g (1.1 mol) of an aqueous solution of sodium hydroxide having a mass percentage concentration of 4%, and stirred at 20 C. for 7 hours until the dihydroxy ester intermediate produced in the first phase was completely consumed. The system was concentrated to remove acetonitrile, followed by adding 2 L (10 mL/g) of purified water, and stirred to clearness. The system was extracted three times with 400 mL (2 mL/g) of methyl tert-butyl ether. The aqueous phase was further concentrated until no organic solvent was left, to give the an aqueous solution of the product, sodium (E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-[methyl(methylsulfonyl)amino]pyrimidin-5-yl]-(3R,5S)-3,5-dihydroxy-hept-6-enoate (compound IV), with a purity of >98% and a yield of 97%.

The chemical industry reduces the impact on the environment during synthesis 289042-12-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Asymchem Laboratories (Tianjin) Co., Ltd.; Asymchem Life Science (Tianjin) Co., Ltd.; Tianjin Asymchem Pharmaceutical Co., Ltd.; Asymchem Laboratories (Fuxin) Co., Ltd.; Jilin Asymchem Laboratories Co., Ltd.; HONG, Hao; GAGE, James; LI, Jiuyuan; SHEN, Litao; ZHANG, Lei; DONG, Changming; (12 pag.)US2017/22169; (2017); A1;,
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1820-81-1, 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. 1820-81-1, name is 5-Chlorouracil, the common compound, a new synthetic route is introduced below.

EXAMPLE C Preparation of 2,4,5-Trichloropyrimidine By using a procedure similar to the above the titled compound was prepared from 5-chlorouracil and phosphorous oxychloride in 76% yield, bp 50/1 mm. Anal. calcd for C4 HCl3 N2 C, 25.97, H, 0.58, N, 15.4 Found C, 26.15, H, 0.54, N, 15.3

Statistics shows that 1820-81-1 is playing an increasingly important role. we look forward to future research findings about 5-Chlorouracil.

Reference:
Patent; PCR, Incorporated; US4299961; (1981); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 672-41-3, name is 6-(Trifluoromethyl)pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. 672-41-3

A solution of 6-(trifluoromethyl)pyrimidin-4-amine (0.143 g, 0.877 mmol) and 2-bromo-1-[2- ethylsulfonyl-4-[3-(trifluoromethyl)pyrazol-1-yl]phenyl]ethanone (0.34 g, 0.80 mmol) in acetonitrile (7 ml) in a Supeico microwave vial, was stirred for 1 hr at 150C. LC-MS showed the desired product and starting material. The reaction was thus stirred 1 hour more at 150C after which LCMS showed more product, less starting material. After a further 1 hour at 150C the reaction mixture was diluted with ethyl acetate, dried over Na2 S04, filtered and concentrated in vacuo. The crude product was purified by Combi flash chromatography with a column of 12 g and a gradient cyclohexane 0-60% ethyl acetate, to give the title compound as a beige solid. LCMS (method 1 ); Rt= 1.05 min, [M+H] 425/427. H NMR (400 MHz, CHLOROFORM-c/) delta ppm 1.26 (t, J=7.34 Hz, 3 H); 3.37 (q, J=7.34 Hz, 2 H); 6.84 (d, J=2.57 Hz, 1 H); 7.96 (d, J=8.44 Hz, 1 H); 7.98 (s, 1 H); 8.16 (d, J=1 .83 Hz, 1 H) 8.24 (dd, J=8.44, 2.20 Hz, 1 H) 8.33 (s, 1 H) 8.52 (d, J=2.57 Hz, 1 H) 9.19 (s, 1 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, 672-41-3, 6-(Trifluoromethyl)pyrimidin-4-amine.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; EDMUNDS, Andrew; JEANGUENAT, Andre; JUNG, Pierre Joseph Marcel; MUEHLEBACH, Michel; (150 pag.)WO2016/71214; (2016); A1;,
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2380-63-4, Adding a certain compound to certain chemical reactions, such as: 2380-63-4, 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 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, 2380-63-4, blongs to pyrimidines compound.

Example 2: Preparation of 3-bromo-lH-pyrazolor3.4-dlpyrimidin-4-amine (Formula III, when X is bromine) A mixture of lH-pyrazolo[3,4-d]pyrimidin-4-amine (Formula II, 25 g), N- bromosuccinimide (36.2 g), and dimethylformamide (150 mL) was stirred at 60C for 4 hours. The reaction mixture was gradually cooled to room temperature, and then filtered. The filtrate was poured into deionized water (750 mL), and then the mixture was stirred at room temperature for 30 minutes. The solid obtained was filtered, then washed with water (50 mL). The resulting solid was dried at 60C under vacuum for 10 hours to 12 hours to obtain the title compound. Yield: 27.9 g

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2380-63-4, its application will become more common.

Reference:
Patent; SUN PHARMACEUTICAL INDUSTRIES LIMITED; SHARMA, Kapil; THANKI, Bhavin Prabhudas; KHANNA, Mahavir, Singh; PRASAD, Mohan; (23 pag.)WO2016/151438; (2016); A1;,
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