Pyrimidines

Electric Literature of 22536-65-8, Adding some certain compound to certain chemical reactions, such as: 22536-65-8, name is 2-Chloro-5-methoxypyrimidine,molecular formula is C5H5ClN2O, 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 22536-65-8.

2-Chloro-5-methoxypyrimidine (0.46 g, 3.18 mmol) in methylene chloride (10 mL) was treated with 1.0 N boron tribromide (16 mL, 16 mmol) at room temperature. The solution was stirred overnight. After this time the reaction was partitioned between saturated NaHCO3 and DCM. The aqueous layer was extraxted with additional DCM. The combined organic layers were dried (MgSO4), filtered, and concnetrated. The residue was purified by flash column chromatography on silica gel to give 0.26 g of compound 112A (62%): 1H NMR (DMSO-D6): delta 10.03 (s, IH), 8.30 (s, 2H), ESI (-)/MS: 129 (M-H)-.

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. 22536-65-8, 2-Chloro-5-methoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; THE WALTER AND ELIZA HALL INSTITUTE OF MEDICAL RESEARCH; ABBOTT LABORATORIES; BAELL, Jonathon, Bayldon; BUI, Chinh, Thien; COLMAN, Peter; CZABOTAR, Peter; DUDLEY, Danette, A.; FAIRBROTHER, Wayne, J.; FLYGARE, John, A.; LASSENE, Guillaume, Laurent; NDUBAKU, Chudi; NIKOLAKOPOULOS, George; SLEEBS, Brad, Edmund; SMITH, Brian, John; WATSON, Keith, Geoffrey; ELMORE, Steven, W.; HASVOLD, Lisa, A.; PETROS, Andrew, M.; SOUERS, Andrew, J.; TAO, Zhi-Fu; WANG, Le; WANG, Xilu; DESHAYES, Kurt; WO2010/80503; (2010); A1;,
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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. 1514-96-1, name is 4-Chloro-2-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

To a solution of (S)-2-amino-4-((2-(dimethylamino)-2-oxoethyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoic acid (150 mg, 383 mumol) and 4-chloro-2-(trifluoromethyl)pyrimidine (84 mg, 460 mumol) in THF (2 mL) and H2O (0.5 mL) was added NaHCO3 (161 mg, 1.92 mmol) and the resulting mixture was stirred at 70 C. for 1 h and then concentrated in vacuo. The crude residue was purified by reverse phase prep-HPLC to give the title compound. LCMS (ESI+): m/z=538.2 (M+H)+. 1H NMR (400 MHz, ethanol-d4) delta ppm 8.02 (br d, J=5.29 Hz, 1H) 7.37 (br d, J=7.28 Hz, 1H) 6.74 (br d, J=5.73 Hz, 1H) 6.48 (d, J=7.28 Hz, 1H) 4.66-4.76 (m, 1H) 3.67 (br d, J=15.88 Hz, 1H) 3.47 (br d, J=15.21 Hz, 1H) 3.32-3.39 (m, 2H) 2.93-3.05 (m, 4H) 2.87 (s, 3H) 2.67-2.83 (m, 6H) 2.56-2.67 (m, 1H) 2.03-2.27 (m, 2H) 1.82-1.93 (m, 3H) 1.50-1.82 (m, 2H) 1.58 (br s, 1H)

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, 1514-96-1, 4-Chloro-2-(trifluoromethyl)pyrimidine.

Reference:
Patent; Pliant Therapeutics, Inc.; CHA, Jacob; DONG, Chengguo; HOM, Timothy; JIANG, Lan; LEFTHERIS, Katerina; LI, Hui; MORGANS, JR., David J.; MUNOZ, Manuel; REILLY, Maureen; ZHENG, Yajun; (232 pag.)US2019/276449; (2019); A1;,
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Application of 63810-78-6, 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. 63810-78-6, name is 5-Bromo-4-chloro-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below.

To a stirred solution of 5-bromo-4-chloro-2-(methylthio)pyrimidine (6 g, 25 mmol) in THF (200 mL) at 0C, NaH (1.48 g, 60% in mineral oil, 37 mmol) was added and the reaction was stirred at 0C for lh. To this mixture, a solution of 2,2,2- trifluoroethan-l-ol (5.7 g, 25 mmol) in THF (20 mL) was added and the reaction was stirred at room temperature for 2 h. After completion of the reaction, the reaction mixture was quenched with ice cold water (250 mL) and extracted with ethyl acetate (2 x 500 mL). The combined organic layer was washed with brine solution (200 mL), dried over sodium sulfate and evaporated to afford 5-bromo-2-(methylsulfonyl)-4- (2,2,2-trifluoroethoxy)pyrimidine_as white solid (yield: 8 g, Crude). LCMS (ES) m/z = 303.26; NMR (400 MHz, DMSO-d6): delta 2.50 (s, 3H), 5.12-5.19 (m, 2H), 8.69 (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,63810-78-6, its application will become more common.

Reference:
Patent; JUBILANT BIOSYS LIMITED; VENKATESHAPPA, Chandregowda; DURAISWAMY, Athisayamani Jeyaraj; PUTTA, Rama Kishore V P; RAJAGOPAL, Sridharan; (179 pag.)WO2019/87214; (2019); A1;,
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Application of 53554-29-3, 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 53554-29-3, name is Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

the ethyl 4-hydroxy-2-methylsulfanyl-5-carboxylate obtained in the step S1 (55.6 g, 0.26 mol) was added to 150 mL of acetonitrile.Stir for 25min,Slowly add 135 mL of POCl3 to the reaction solution.After the addition is completed,The reaction solution was heated to reflux for 6 h.Then the reaction solution is slightly cold,The reaction solution was concentrated and the residue was poured into an ice water mixture and stirred.Adjust the pH of the reaction solution to neutral with saturated sodium bicarbonate solution.When a large amount of white solid precipitates, suction filtration is performed.The filter cake is used in turn (135mL × 3),Anhydrous ethanol (30 mL × 3) was rinsed.Then dried in vacuo to give a white solid (47.8 g, 77%);

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 53554-29-3, Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate.

Reference:
Patent; Suzhou Zhonglian Chemical Pharmaceutical Co., Ltd.; Yang Huxing; Huang Junhao; Luo Xinzu; (12 pag.)CN108707141; (2018); A;,
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Adding a certain compound to certain chemical reactions, such as: 2244-11-3, Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrate, 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, Computed Properties of C4H4N2O5, blongs to pyrimidines compound. Computed Properties of C4H4N2O5

General procedure: 0.5 mmol of alloxan monohydrate (0.08 g) and suitable methyl ketone were suspended in 5 mL of glacial acetic acid and reacted in a Syncore apparatus set at the temperature of 115 C, shaking at 120 rpm and reaction time 3 h. All the targeted compounds precipitated after cooling and were recrystallized from ethanol. Compounds 19 and 20 were obtained as a mixture in a 36:64 ratio (total yield 75%); chromatographic purification of the crude (gradient eluent: methanol in dichloromethane 0-10%) afforded the pure final compounds 5.1.2.3 5-[2-(4′-Chlorobiphen-4-yl)-2-oxoethyl]-5-hydroxy-hexahydropyrimidine-2,4,6-trione (9) 60% Yield, mp > 250 C 1H NMR delta 10.60 (s, 2H, NH), 7.81 (d, 2H, Jo = 8.3), 7.49 (d, 2H, Jo = 8.3), 7.40 (d, 2H, Jo = 8.4), 7.28 (d, 2H, Jo = 8.4), 6.83 (s, 1H, OH), 3.89 (s, 2H). Anal. % (C18H13ClN2O5) calculated: C 58.00, H 3.52, N 7.51; found C 57.96, H 3.67, N 7.49.

The synthetic route of 2244-11-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nicolotti, Orazio; Catto, Marco; Giangreco, Ilenia; Barletta, Maria; Leonetti, Francesco; Stefanachi, Angela; Pisani, Leonardo; Cellamare, Saverio; Tortorella, Paolo; Loiodice, Fulvio; Carotti, Angelo; European Journal of Medicinal Chemistry; vol. 58; (2012); p. 368 – 376;,
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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. 115617-41-9, name is 4,5-Dichloro-6-ethylpyrimidine, molecular formula is C6H6Cl2N2, 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. Application In Synthesis of 4,5-Dichloro-6-ethylpyrimidine

Step E 5-chloro-6-ethyl-N-[1-[4-(trimethylsilyl)phenyl]ethyl]-4-pyrimidinamine The product of Step D (17 g, 86 mole), 4,5-dichloro-6-ethylpyrimidine (15 g, 86 mole) and triethylamine (24 mL, 170 mole) were dissolved in toluene (65 mL). The reaction mixture was heated to reflux overnight and then cooled. Ether and water were added and the mixture was partitioned. The aqueous phase was extracted two times with ether and the combined organic phases were dried (MgSO4) and concentrated. The resultant solid was recrystallized from acetonitrile to give the title compound as a white solid (17 g, 60% yield), mp 79-80 C. 1 H NMR (CDCl3): delta 8.40 (s, 1H), 7.51, 7.36 (ABq, 4H), 5.60 (brd, 1H), 5.37 (q, 1H), 2.78 (q, 2H), 1.60 (d, 3H), 1.25 (t, 3H), 0.26 (s, 9H).

With the rapid development of chemical substances, we look forward to future research findings about 115617-41-9.

Reference:
Patent; E. I. Du Pont de Nemours and Company; US5378708; (1995); A;,
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Related Products of 823-89-2, 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.823-89-2, name is 5-Bromo-2-hydrazinopyrimidine, molecular formula is C4H5BrN4, molecular weight is 189.01, as common compound, the synthetic route is as follows.

General procedure: Substituted chalcones (3) (0.001 mol), 5-bromo-2-hydrazinylpyrimidine (2) (0.001 mol) and 5 drops of glacial acetic acid was ground together in a mortar using a pestle for uniform mixing. This was taken in a 50 mL beaker and subjected to microwave irradiation (90 W). The completion of the reaction was confirmed by TLC. The product obtained was poured to crushed ice, filtered, dried and recrystallized from suitable solvent mixture to give pyrazolines 4a-l.

The chemical industry reduces the impact on the environment during synthesis 823-89-2, I believe this compound will play a more active role in future production and life.

Reference:
Article; Adhikari, Adithya; Kalluraya, Balakrishna; Sujith, Kizhakke Veedu; Gouthamchandra, Kuluvar; Jairam, Ravikumar; Mahmood, Riaz; Sankolli, Ravish; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 467 – 474;,
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Electric Literature of 150728-12-4, 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 150728-12-4, name is 5-(2-Methoxyphenoxy)-[2,2′-bipyrimidine]-4,6[1H,5H]-dione. This compound has unique chemical properties. The synthetic route is as follows.

5- (2-methoxyphenoxy) -1H- [2,2 ‘] – dipyridyl-4,6-dione (IV) (30 g, 96 mmol)Toluene (400 mL), phosphorus pentachloride (44.0 g, 211.3 mmol) was added and heated to reflux for 2 h. The TLC reaction was complete. (3 mL), and the organic phase was combined, washed with saturated aqueous sodium carbonate solution (100 mL) and saturated brine (100 mL), and the organic phase was washed with water (100 mL) and saturated brine (100 mL) Dried over anhydrous sodium sulfate, and the residue was dried to obtain 29.0 g of the desired product 4,6-dichloro-5- (2-methoxyphenoxy) -2,2 ‘-bipyridine (V) 87%.

According to the analysis of related databases, 150728-12-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Tianci International Pharmaceutical Co., Ltd.; Li Xinjuanzi; Li Jianzhi; Ma Xilai; Chi Wangzhou; Liu Hai; Hu Xuhua; Zheng Xiaoli; Zhai Zhijun; Li Jianxun; (14 pag.)CN104193687; (2017); B;,
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Electric Literature of 89392-03-0 ,Some common heterocyclic compound, 89392-03-0, molecular formula is C13H13N3O4, 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.

l) N-[(4,6-dimethoxypyrimidin-2-yl)-aminocarbonyl]-2-dimethyl-aminocarbonyl-5-methoxycarbonylamino-benzenesulfonamide (cf. Example 53 from Table 1) DBU is added to a suspension of 1.40 g of 2-dimethylaminocarbonyl-5-methoxycarbonylamino-benzenesulfonamide (Example i) and 1.28 g of 4,6-dimethoxy-2-phenoxycarbonylamino-pyrimidine in 30 ml CH3 CN at 0 C. The reaction temperature is then allowed to rise slowly to room temperature. After the solvent has been distilled off, the residue is taken up in water and the mixture is washed with diethyl ether. After the aqueous phase has been acidified with concentrated hydrochloric acid, the sulfonyl urea which has separated out is washed with methanol and diisopropyl ether and then dried. Yield: 1.45 g as a colorless solid of m.p. 181-182 C. (decomposition).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89392-03-0, its application will become more common.

Reference:
Patent; Hoechst Schering AgrEvo GmbH; US5922646; (1999); A;,
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Adding a certain compound to certain chemical reactions, such as: 56621-89-7, 5-Amino-2-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, Application In Synthesis of 5-Amino-2-methoxypyrimidine, blongs to pyrimidines compound. Application In Synthesis of 5-Amino-2-methoxypyrimidine

Example 82: Preparation of2-[l-(4-fluorophenyl)-3-[2-(4-methoxyphenyl)ethyl]-5- oxo-2-mlfanylideneimid zolidin-4-yl]-N-{2-methoxypyrim TBTU (244 mg; 0.74 mmol; 1.5 eq) and DIPEA (170 mu 0.99 mmol; 2 eq) were added to a solution of 2-[l-(4-fluorophenyl)-3-[2-(4-methoxyphenyl)ethyl]-5-oxo-2- sulfanylideneimidazolidin-4-yl]acetic acid (1-21) (200 mg; 0.50 mmol; 1 eq) in anhydrous dioxane (8 mL). The reaction mixture was stirred at room temperature for 30 minutes. 2-Methoxypyrimidin-5-amine (124 mg; 0.99 mmol; 2 eq) was added and the reaction mixture was stirred at room temperature for 18 hours. Saturated ammonium chloride (20 mL) was added and the aqueous layer was extracted with ethyl acetate (2 x 30 mL). The combined organic layers were washed with saturated sodium chloride (1 x 20 mL), filtered and evaporated to dryness. The crude was purified on silica gel using dichloromethane/methanol (98/2) as an eluent. After trituration in diethyl ether, the title compound 2-[l-(4-fluorophenyl)-3-[2-(4- methoxyphenyl)ethyl]-5-oxo-2-sulfanylideneimidazolidin-4-yl]-N-(2- methoxypyrimidin-5-yl)acetamide was obtained in 25% yield (79 mg) as a white solid. 1H-NMR (Acetone-d6): delta (ppm) delta 2.96 (m, 1H), 3.09 (m, 1H), 3.24 (m, 1H), 3.43 (m, 1H), 3.75 (s, 3H), 3.78 (m, 1H), 3.92 (s, 3H), 4.30 (m, 1H), 4.65 (s, 1H), 6.86 (m, 2H), 7.25 (m, 4H), 7.45 (m, 2H), 8.75 (m, 2H) 9.62 (m, 1H); MS (ESI+): m/z = 509.9 [M+H]+ .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56621-89-7, 5-Amino-2-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; VIVALIS; GUEDAT, Philippe; BERECIBAR, Amaya; CIAPETTI, Paola; VENKATA PITHANI, Subhash; TROUCHE, Nathalie; WO2013/171281; (2013); A1;,
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