Pyrimidines

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;,
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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Pyrimidine – Wikipedia

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;,
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Pyrimidine – Wikipedia

Reference of 32779-38-7, 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. 32779-38-7, name is 2-Chloro-5-iodopyrimidine. A new synthetic method of this compound is introduced below.

To a mixture of compound 1 (5 g, 20.80 mmol, 1 eq) and ethynyl(trimethyl)silane (4.09 g, 41.59 mmol, 5.76 mL, 2 eq) in THF (50 mL) was added CuI (118.82 mg, 623.88 umol, 0.03 eq) , Pd(PPh3)2Cl2 (437.90 mg, 623.88 umol, 0.03 eq) and Et3N (4.21 g, 41.59 mmol, 5.79 mL, 2 eq) under N2. The mixture was purged with N2 for three times and stirred at 50C for 12 hrs under N2. TLC showed it was finished (Petroleum ether: Ethyl acetate = 5: 1 Rf = 0.24). It was concentrated directly. The residue was purified by column chromatography (SiO2, Petroleum ether/Ethyl acetate = 8: 1, Petroleum ether: Ethyl acetate = 5: 1, Rf = 0.43) to give [00544] Compound 2 (2 g, 9.49 mmol, 45.64% yield) was obtained as a brown solid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,32779-38-7, 2-Chloro-5-iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; KLEO PHARMACEUTICALS, INC.; BUNIN, Anna; IBEN, Lawrence G.; MANION, Douglas; SPIEGEL, David Adam; WELSCH, Matthew Ernest; (397 pag.)WO2019/136442; (2019); A1;,
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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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Electric Literature of 739364-95-5, 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.739364-95-5, name is 2-Methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid, molecular formula is C8H7N3O2, molecular weight is 177.16, as common compound, the synthetic route is as follows.

Compound of formula (1) (30 g) and N-hydroxysuccinimide (19.5 g)It was suspended in 200 mL of dichloromethane and a mixture of EDCI (36 g) in dichloromethane was added portionwise on an ice bath.The mixture was stirred at room temperature for 8 hours. Filtered to obtain 40 g of O-2,5-dicarbonylpyrrolyl-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxylate (I-1) as a white solid.Yield 86%.

The chemical industry reduces the impact on the environment during synthesis 739364-95-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Chenxin Pharmaceutical Co., Ltd.; Shanghai Pharmaceutical Industry Institute; Li Jianqi; Ni Feng; Zhang Yi; Zhang Shuxin; Zhang Jin; Wu Xiabing; Du Zhenxin; Lu Xiulian; (9 pag.)CN104974160; (2017); B;,
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. 696-82-2, name is 2,4,6-Trifluoropyrimidine, the common compound, a new synthetic route is introduced below. Safety of 2,4,6-Trifluoropyrimidine

(Preparation by the process of the older German Patent Application P 39 00 471.6) 335.8 g (1.865 mol) of 30% strength sodium methylate (in methanol) were added to a mixture of 250 g (1.865 mol) of 2,4,6-trifluoropyrimidine and 1.4 1 of methanol at -20 C. over the course of 45 minutes, and the mixture was stirred at this temperature for a further 30 minutes. It was then allowed to warm to 25 C. and concentrated to about 1/5 of its volume. The resulting mixture was partitioned between diethyl ether and water, and then the organic phase was dried over magnesium sulfate and concentrated. Distillation (1.1 m column, 3 mm V-shaped packing) resulted in 141.6 g (52% of theory) of the title compound of boiling point 144-145 C. Distillation of the residue with a Normag head resulted in 114.4 g (42% of theory) of 4,6-difluoro-2-methoxypyrimidine of boiling point 157-161 C.

The synthetic route of 696-82-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hamprecht; Gerhard; US5283332; (1994); A;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3435-28-7, 6-Methylpyrimidin-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, 3435-28-7, blongs to pyrimidines compound. Computed Properties of C5H7N3

A mixure of ferf-butyl N-[3-chloro-4-(4-chlorothiazolo[5,4-c]pyridin-2-yl)-5-fluoro- phenyljcarbamate (56 mg, 0.135 mmol), 6-methylpyrimidin-4-amine (44 mg, 0.40 mmo), Pd2(dba)3 (6.2 mg, 0.00676 mmol), XantPhos (7.8 mg, 0.0135 mmol) and Cs2C03 (88 mg, 0.27 mmol) in 1,4-Dioxane (2 mL) was heated at 150 C in a microwave reactor for 20 min, The mixture was filtered through Celite, washed with EtOAc, concentrated. The crude product was purified by reverse phase HPLC to give the title compound (5.4 mg, 10% yield) as a yellow solid. ¾ NMR (400 MHz, DMSO-i/6) delta 10.48 (s,1H), 8.61 (s, 1H), 8.39 (d, J= 5.6 Hz, 1H), 7.75 (d, J= 5.6 Hz, 1H), 7.58 (s, 1H), 6.66 (s, 1H), 6.49 (dd, J = 12.7, 2.0 Hz, 1H), 6.34 (s, 2H), 2.38 (s, 3H). LCMS (Method B): RT = 3.43 min, m/z 387.0 [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,3435-28-7, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/35039; (2012); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10070-92-5, Pyrimidine-5-carbaldehyde, 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, 10070-92-5, blongs to pyrimidines compound. COA of Formula: C5H4N2O

General procedure: To a solution of amine (1.0 equiv) in 1,2-dichloroethane (0.1 M) were added aldehyde (1.2 equiv) and acetic acid (0.5 mL), the reaction mixture stirred at rt for 10 min, followed the addition of sodium triacetoxyborohydride (2.0 equiv). The reaction was stirred at rt under nitrogen for 18 h and concentrated. Sat. NaHCO3 (30 mL) was added and extracted with dichloromethane (20 mL x 3) and the combined organic layers were dried over anhydrous Na2SO4, filtered and evaporated under reduced pressure. The crude residue was purified by flash chromatography on silica gel eluting with 0-10% methanol/dichloromethane to give the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10070-92-5, its application will become more common.

Reference:
Article; Wang, Mingliang; Fang, Yanjia; Gu, Shoulai; Chen, Fangfang; Zhu, Zhengjiang; Sun, Xun; Zhu, Jidong; European Journal of Medicinal Chemistry; vol. 132; (2017); p. 157 – 172;,
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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. 959070-42-9, name is Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate

To an ice cold solution of the ethyl ester of 4,6-dicholoro-2-methylthiopyrimidine-5-carboxylic acid (5 g, 18.72 mmol) in tetrahydrofuran (60 ml) was added methyl 3-benzylaminopropanoate (3.61 g, 18.72 mmol) followed by Et3N (2.86 ml, 20.59 mmol). The reaction mixture was stirred at room temperature for 6 hours. It was then diluted with ethyl acetate and washed with water. The organic layer was separated, dried, filtered and concentrated to give the crude product. The crude product was then purified by silica gel flash column chromatography (15% ethyl acetate in hexane) to afford the desired product as a pale yellow solid (6 g, 75% yield). 1H NMR (CDCl3 400 MHz) delta 7.36-7.28 (m, 4H), 7.19 (d, J=6.8 Hz), 4.76 (s, 2H), 4.13-4.08 (q, 2H), 3.74 (t, J=7.2 Hz, 2H), 3.66 (s, 3H), 2.67 (t, J=7.2 Hz), 2.44 (s, 3H), 1.20 (7.2 Hz, 3H).

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, 959070-42-9, Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate.

Reference:
Patent; ArQule, Inc.; US2010/249110; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia