Tag: M.W:100-200

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.3438-48-0, name is 4-Phenylpyrimidine, molecular formula is C10H8N2, molecular weight is 156.18, as common compound, the synthetic route is as follows.Recommanded Product: 3438-48-0

General procedure: To the mixture of an appropriate 4-substititedphenylpyrimidine (0.06mol) and acetamide (500mL), concentrated sulfuric acid (20mL) was added drop-wise at the temperature of 0-10C. Upon the completion of addition, 30% H2O2 (50mL) and saturated FeSO4·7H2O (aq. 100mL) were added drop-wise at the same time at the temperature of 0-10C. The reaction mixture the was stirred at 10-15C for 0.5h and then poured into water (2000mL), basified with potassium hydroxide to pH 9, and extracted with dichloromethane (200mL×3). The combined extracts were washed with brine (200mL×2), dried over anhydrous Na2SO4, and concentrated in vacuum to give the corresponding 4-substititedphenylpyrimidine-2-carboxamides as white solids in a moderate yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3438-48-0, 4-Phenylpyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Tang, Qidong; Zhao, Yanfang; Du, Xinming; Chong, Lian’E; Gong, Ping; Guo, Chun; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 77 – 89;,
Pyrimidine | C4H4N2 – PubChem,
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Application of 22536-65-8, 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 22536-65-8 as follows.

A mixture of 2.1 g (14.5 mmol) 2-chloro-5-methoxypyrimidine, 4.9 g (16.0 mmol) tert- butyl 4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1 – carboxylate, 339 mg (0.29 mmol) tetrakis(triphenylphosphine)palladium(0), 14.5 ml (29 mmol) 2M Na2CO3 solution and dioxane is heated to 140°C for 15 min using a microwave reactor. The reaction mixture is cooled to RT and DCM and water are added, the organic phase is separated and evaporated and purified by HPLC. Giving rise to tert-butyl 4-(5-methoxypyrimidin-2-yl)-3,6-dihydro-2H-pyridine-1 -carboxylate.Yield: 3.5 g (83percent), ESI-MS: m/z = 292 (M+H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22536-65-8, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HIMMELSBACH, Frank; BLUM, Andreas; PETERS, Stefan; (80 pag.)WO2017/148518; (2017); A1;,
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Reference of 2134-38-5, 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.2134-38-5, name is Ethyl 2-methylpyrimidine-5-carboxylate, molecular formula is C8H10N2O2, molecular weight is 166.18, as common compound, the synthetic route is as follows.

To a mixture of 6-chloro-N4-ethylpyrimidine-4,5-diamine (16 g, 91 mmol) and ethyl-2- methylpyrimidine-5-carboxylate (15 g, 90 mmol) in 50 mL of dimethyl ether at RT, a slurry of sodium iert-butoxide (9.1 g, 92 mmol) in dimethyl ether (25 mL) was added over the course of 1 min (reaction internal temperature rose to 43C) . The reaction mixture was then stirred at RT for 2 h, after which it was quenched by the addition of water (75 mL) and EtOAc (75 mL). The reaction mixture was extracted with EtOAc (75 mL x 2). The aqueous layer was then charged with acetic acid (5.3 ml, 92 mmol) and a slurry formed. The solid was collected by filtration, then washed with 75 mL of 1 : 1 DME : water, after which it was dried under vacuum at 35 C for 16 h to provide N-(4-chloro-6-(ethylamino)pyrimidin-5-yl)-2-methylpyrimidine-5-carboxamide. MS (ESI) calc’d for Ci2Hi4ClN60 [M+H]+: 293, found: 293.

Statistics shows that 2134-38-5 is playing an increasingly important role. we look forward to future research findings about Ethyl 2-methylpyrimidine-5-carboxylate.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ACHAB, Abdelghani Abe; ALTMAN, Michael D.; DENG, Yongqi; KATTAR, Solomon; KATZ, Jason D.; METHOT, Joey L.; ZHOU, Hua; MCGOWAN, Meredeth; CHRISTOPHER, Matthew P.; GARCIA, Yudith; ANTHONY, Neville John; FRADERA LLINAS, Francesc Xavier; YANG, Liping; MU, Changwei; WANG, Xiaona; SHI, Feng; YE, Baijun; ZHANG, Sixing; ZHAO, Xiaoli; ZHANG, Rong; FONG, Kin Chiu; LENG, Xiansheng; WO2014/75393; (2014); A1;,
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Related Products of 123240-66-4, 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 123240-66-4 as follows.

a) 4-Chloro-6-[3-(diethoxyphosphorylmethoxy)proooxvamino]-5-formamidopyrimidine A mixture of diethyl 3-aminooxypropoxymethylphosphonate (1.0 g, 4.15 mmol), 4,6-dichloro-5-formamidopyrimidine (0.80 g, 4.15 mmol) and diisopropylethylamine (2.16 ml, 12.45 mmol) in diglyme (25 ml) was heated at 100 C. for 2 h. The solvent was then removed in vacuo and the residue chromatographed in chloroform/methanol (50:1) to give 4-chloro-6-[3-(diethoxyphosphorylmethoxy)propoxyamino]-5-formamidopyrimidine (1.lg, 67%) as a brown oil; numax (film) 1600, 1570, 1220, 1030 cm-1; deltaH [(CD3)2 SO] 1.23(6H, t, J7.2 Hz, (CH3 CH2 O)2), 1.85(2H, m, CH2 CH2 CH2), 3.63(2H, t, J6 Hz, CH2 OCH2 P), 3.79(2H, d, J8.3 Hz, CH2 P), 3.94(2H, t, J6.1Hz, CH2 ON), 4.04(4 H, m, (CH3 CH2 O)2), 8.15(1H, s, H-2), 9.50(1H, br s, D2 O exchangeable, NH), 10.50-12.00(1H, br s, NH); Found: C, 39.37; H, 5.69; N, 13.82%; M+ 396.0963; C13 H22 ClN4 O6 P requires: C, 39.35; H, 5.59; N, 14.12%; M+ 396.0966.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,123240-66-4, its application will become more common.

Reference:
Patent; Beecham Group P.l.c.; US5055458; (1991); A;,
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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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C4H2BrClN2

5-Bromo-2-methoxypyrimidine (S)Sodium metal (74 mg, 3.10 mmol) was added in portions to CH3OH (25 mL) at 0 C and the mixture was stirred for 30 min at RT. 5-Bromo-2-chloropyrimidine (500 mg, 2.58 mmol) was added to the above mixture at 0 C, and the resulting reaction mixture was gradually heated to reflux temperature and stirred for 2 h. After complete consumption of the starting material (by TLC), the volatiles were concentrated under reduced pressure; the residue was quenched with ice-cold water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were washed with water (50 mL) and brine (50 mL), dried over anhydrous Na2S04 and concentrated under reduced pressure to obtain the crude S (400 mg). The crude material was used directly in the next step without any further purification.

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, 32779-36-5, 5-Bromo-2-chloropyrimidine.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; HOEKSTRA, William, J.; RAFFERTY, Stephen, W.; YATES, Christopher, M.; SCHOTZINGER, Robert, J.; LOSO, Michael; SULLENBERGER, Michael; WO2012/177603; (2012); A2;,
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Pyrimidine – Wikipedia

Application of 932-52-5 ,Some common heterocyclic compound, 932-52-5, molecular formula is C4H5N3O2, 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.

General procedure: To a mixture of 5-aminouracil (127 mg, 1 mmol) with an appropriate aldehyde (241 mg, 1.2 mmol) in methanol (15 mL) were added few drops of glacial acetic acid. The reaction mixture was stirred at room temperature until 5-aminouracil was completely consumed (TLC). The precipitate was filtered off, washed with methanol and air dried to give the corresponding product 1-10 as a yellow solid.

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. 932-52-5, 5-Aminopyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Koz; Russian Journal of General Chemistry; vol. 89; 1; (2019); p. 122 – 127; Zh. Obshch. Khim.; vol. 89; 1; (2019); p. 122 – 127,6;,
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Application of 90905-33-2, Adding some certain compound to certain chemical reactions, such as: 90905-33-2, name is 2-Methylpyrimidine-5-carbaldehyde,molecular formula is C6H6N2O, 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 90905-33-2.

2-Methylpyrimidine-5-carbaldehyde (0.27 g, 2.21 mmol) was dissolved in EtOH (40 mL), and 4-acetylpyridine (0.57 mL, 0.62 g, 5 mmol) was added followed by crushed solid KOH (0.33 g, 5.90 mmol) after which the solution turned red. Aqueous NH3 (25percent in water, 13.9 mL, 90 mmol) was added dropwise and the mixture stirred overnight at ambient temperature. A yellow precipitate formed which was separated by filtration, washed with water (3 * 7 mL) and ethanol (3 * 7 mL) and recrystallized from chloroform/methanol. Compound 4 was obtained as a white solid (0.26 g, 0.78 mmol, 32percent). Decomposition > 260 °C. 1H NMR (500 MHz, CDCl3) ?/ppm 9.02 (s, 2H, HC4), 8.83 (m, 4H, HA2), 8.09 (m, 4H, HA3), 8.01 (s, 2H, HB3), 2.87 (s, 3H, HMe); 13C{1H} NMR (126 MHz, CDCl3) ?/ppm 169.3 (CC2), 155.9 (CA4), 155.14 (CC4), 150.8 (CB4) 150.7 (CA2), 145.3 (CB2), 128.5 (CC5), 121.1 (CA3), 118.3 (CB3), 25.9 (CMe); IR (solid, nu/cm-1) 3077 (w), 3033 (w), 1609 (m), 1594 (s), 1569 (m), 1549 (m), 1544 (m), 1539 (m), 1531 (m), 1464 (s), 1461 (s), 1456 (s), 1447 (m), 1432 (m), 1429 (m), 1423 (m), 1404 (m), 1377 (m), 1373 (m), 1368 (m), 1247 (m), 1064 (m), 1028 (m), 999 (m), 995 (m), 895 (m), 851 (m), 844 (m), 835 (s), 791 (m), 739 (m), 731 (m), 670 (m), 664 (m), 649 (m), 637 (s), 629 (s), 619 (m), 616 (m), 604 (m), 597 (m), 582 (m), 570 (m), 564 (m), 543 (m), 541 (m), 535 (m), 528 (m), 523 (m), 519 (m), 513 (s), 506 (s), 502 (s). UV-Vis (MeCN, 2.5 * 10-5 M) lambda/nm (epsilon/dm3 mol-1 cm-1) 247 (44 458), 312 (7856). ESI-MS m/z 326.3 [M+H]+ (calc. 326.1). Found: C, 69.04; H, 4.75; N, 20.22; required for C20H15N5.H2O C, 69.96; H, 4.99; N, 20.40.

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. 90905-33-2, 2-Methylpyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Maximilian Klein; Constable, Edwin C.; Housecroft, Catherine E.; Zampese, Jennifer A.; Polyhedron; vol. 81; (2014); p. 98 – 104;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 115581-36-7, name is 2-Chloro-5-(methylthio)pyrimidine, the common compound, a new synthetic route is introduced below. SDS of cas: 115581-36-7

m-CPBA (545 mg, 3.15 mmol) was added to a stirred mixture of 2-chloro-5- (methylthio)pyrimidine (340 mg, 2.1 mmol) in DCM (20 mL). The resulting mixture was stirred for 10 minutes at rt, quenched by the addition of aqueous NaHCCh (10%, 40 mL), and extracted with DCM (3 x 50 mL). The combined organic layers was washed with brine (50 mL), dried over anhydrous NaiSCL, filtered, and concentrated under vacuum. The residue was purified by column chromatograph (EA in PE from 0% to 30%) to afford 2-chloro-5- (methylsulfonyl)pyrimidine (120 mg, 30% yield) as a white solid. LCMS (m/z) 193 (M+H)+, retention time: 0.56 min, LC/MS Method 9

The synthetic route of 115581-36-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; FOX, Ryan Michael; HARRIS, Philip Anthony; HOLENZ, Joerg; SEEFELD, Mark Andrew; ZHOU, Ding; (119 pag.)WO2019/130230; (2019); A1;,
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Related Products of 13036-57-2, 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. 13036-57-2, name is 2-Chloro-4-methylpyrimidine, molecular formula is C5H5ClN2, 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.

Example 1, Step E1e 1f[0067] A mixture of compound 1e (68 mg, 0.2 mmol), 2-chloro-4-methylpyrimidine (31 mg, 0.24 mmol), Pd2(dba)3 (22.85 mg, 0.025 mmol), Xant-phos (28.9 mg, 0.05 mmol) and Cs2C03 (98 mg, 0.3 mmol) in dioxane (3 mL) was heated to reflux under N2 for 4 hrs. After cooling to r.t., the mixture was diluted with H20 (10 mL) and extracted with EtOAc (10 ml_x2), the combined organic layers were dried over Na2S04, concentrated in vacuo and purified by preparative TLC (EtOAc: PE = 2:1 ) to give product 1f (62.4 mg, 75%).[0068] This compound was characterized by mass spectroscopy (MS) in accordance with the procedure described herein. Results of MS indicated MS (ESI): m/z 433(M+H)+

According to the analysis of related databases, 13036-57-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ADDEX PHARMA SA; LIVERTON, Nigel, J.; BOLEA, Christelle; CELANIRE, Sylvain; LUO, Yunfu; WO2012/6760; (2012); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 56-09-7, 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. 56-09-7, name is 2-Amino-6-hydroxypyrimidin-4(3H)-one. A new synthetic method of this compound is introduced below.

Phosphorus oxychloride (58.7mL, 630mmol) was added to a 500mL single-necked round bottom flask, N, N-dimethylformamide (12.1mL, 157mmol) was added dropwise at a low temperature bath of 5 C, and then transferred to 25 C , 2-Amino-4,6-dihydroxypyrimidine (10g, 78.7mmol) was added in portions, and the temperature was raised to 100 C to react for 5 hours. The reaction was stopped, most of the phosphorus oxychloride was removed by rotary evaporation under reduced pressure, water (900 mL) was added, and the mixture was stirred at 25 C for 32 hours, filtered, and the resulting solid was added to ethyl acetate (50 mL). After stirring for 30 minutes, Filter and dry the filter cake to give the title compound as a yellow solid (12.2 g, 80.8%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,56-09-7, 2-Amino-6-hydroxypyrimidin-4(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Shenzhen Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Zhong Wenhe; Deng Kang; (40 pag.)CN111072675; (2020); A;,
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Pyrimidine – Wikipedia