Tag: M.W:200-300

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.63558-65-6, name is 4-Chloro-5-iodopyrimidine, molecular formula is C4H2ClIN2, molecular weight is 240.43, as common compound, the synthetic route is as follows.category: pyrimidines

Step 4: 3-Fluoro-N-3′-[(5-iodopyrimidin-4-yl)amino]-6-methylbiphenyl-3-yl-5-(trifluoromethyl)- benzamide lambda^-(3′-Amino-6-methylbiphenyl-3-yl)-3-fluoro-5-(trifluoromethyl)benzamide (3.80 g, 9.78 mmol) was mixed with 4-chloro-5-iodopyrimidine (2.35 g, 9.78 mmol) in ethanol (54.4 mL) and was heated to reflux for 2 hours. To the reaction was added sat. Na2CO3 solution and the resulting mixture was extracted with ethyl acetate. The organic extracts were washed with water, saturated NaCl, dried (MgSOt) and concentrated in vacuo. The concentrate was chromatographed on silica gel using 30% EtOAc/hexanes to give the product 4.31 g, 74% yield. 1H NMR(CDCl3): delta 8.46 (s, IH), 8.57 (s, IH), 7.90 (brs, IH), 7.81 (m, 2H), 7.60 (m, IH), 7.56 (m, 2H), 7.51 (m, 2H), 7.44 (t, IH), 7.30 (d, IH), 7.15 (m, 2H), 2.31 (s, 3H). MS (EI) m/z = 593 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63558-65-6, 4-Chloro-5-iodopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; INCYTE CORPORATION; WO2008/79965; (2008); 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. 53554-29-3, name is Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate, the common compound, a new synthetic route is introduced below. COA of Formula: C8H10N2O3S

General procedure: To a Radley reaction carousel tube, add 1 equivalent 1, 1.1 equivalents of the amine, a stir bar, and 5 mL 95% ethanol. Reflux while stirring for 24 hours. After cooling to room temperature the resulting precipitate was collected by vacuum filtration, washing with 10 mL deionized water and 5 mL chloroform.

The synthetic route of 53554-29-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Watkins, Sydney M.; Ghose, Debarati; Blain, Joy M.; Grote, Dakota L.; Luan, Chi-Hao; Clare, Michael; Meganathan; Horn, James R.; Hagen, Timothy J.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 20; (2019);,
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Electric Literature of 876343-10-1, 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 876343-10-1, name is 4-Chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine (10 g, 35.8 mmol) in DMF (120 ml) at 0C was added portionwise NaH (60%) in mineral oil (1 .7 g, 42.5 mmol) under argon. The resulting suspension was stirred at 0C for 30 min., 2-(trimethylsilyl)ethoxymethyl chloride (7.5 ml, 42.3 mmol) was added and the RM was allowed to warm to RT for over 1 h. The RM was then poured carefully into ice water and extracted with Et20. The combined organic phases were washed with brine and evaporated. The residue was diluted with ACN and the resulting mixture was filtered to give of the title compound as a solid (8.052 g). The filtrate was concentrated, triturated in cold MeOH and filtered to give a second crop of the title compound as a solid (3.120 g).Method A: Rt = 1 .48 min; [M+H]+= 410.1 .

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 876343-10-1, 4-Chloro-6-iodo-7H-pyrrolo[2,3-d]pyrimidine.

Reference:
Patent; NOVARTIS AG; ARISTA, Luca; HEBACH, Christina; HOLLINGWORTH, Gregory John; HOLZER, Philipp; IMBACH-WEESE, Patricia; LORBER, Julien; MACHAUER, Rainer; SCHMIEDEBERG, Niko; VULPETTI, Anna; ZOLLER, Thomas; (178 pag.)WO2019/186343; (2019); A1;,
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Pyrimidine – Wikipedia

Related Products of 2972-52-3 , The common heterocyclic compound, 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride, molecular formula is C5HCl3N2O, 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.

11.2: 2,4-Dichloropyrimidine-5-carboxylic acid ethyl ester Compound 11.1 (13.5 g, 64 mmol) is dissolved in THF (100 ml). Ethanol (15 ml) is added and the mixture is stirred at ambient temperature for 10 min. The solvents are evaporated and an oil is recovered and hydrolyzed with a saturated K2CO3 solution and extracted with AcOEt (3*250 ml). The organic phase is washed with an NaCl solution (100 ml) and dried over Na2SO4. After filtering and evaporating, an orange oil is recovered (14 g, yd: 99%). 1H NMR, d6-DMSO (300 MHz): 9.16 (s, 1H), 4.37 (q, 2H, J=7.11 Hz), 1.34 (t, 3H, J=7.11 Hz).

The synthetic route of 2972-52-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS; US2010/222319; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide, molecular formula is C14H17ClN4O, 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. Recommanded Product: 1211443-61-6

General procedure: tert-butyl (3-((4aminophenyl)sulfonamido)propyl)carbamate (4a, 560mg, 1.70mmol),2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (6,497mg, 1.70mmol),Pd(OAc)2 (30mg, 0.1equiv), BINAP (63mg, 0.06equiv), Cs2CO3(1.11g, 3.40mmol) were dissolved in 1,4-dioxane and degassed with argon for 5 min.The resulted mixture was heated to 105 C for 7 h. After monitored by TLC toobserve completion of reaction, the reaction mixture was filtered through Celite aftercooling to 25 C, then the solvents were removed in vacuo. The crude product waspurified by silica gel column chromatography to afford intermediates 7a in 42% yieldaswhite solid.

With the rapid development of chemical substances, we look forward to future research findings about 1211443-61-6.

Reference:
Article; Wang, Xin; Yu, Chenhua; Wang, Cheng; Ma, Yakun; Wang, Tianqi; Li, Yao; Huang, Zhi; Zhou, Manqian; Sun, Peiqing; Zheng, Jianyu; Yang, Shengyong; Fan, Yan; Xiang, Rong; European Journal of Medicinal Chemistry; vol. 181; (2019);,
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Pyrimidine – Wikipedia

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. 160199-05-3, name is 2,4-Dichlorobenzo[4,5]thieno[3,2-d]pyrimidine. A new synthetic method of this compound is introduced below., COA of Formula: C10H4Cl2N2S

Compound sub 1 (30 g, 118 mmol) andThe compound sub 2 (29 g, 118 mmol) was dispersed in tetrahydrofuran (300 mL), and a 2M potassium carbonate aqueous solution (aq. K2CO3) (176 mL, 352 mmol) was added. Tetraquistriphenylphosphinopalladium Pd (PPh3) 4] (1.4 g, 1 mol%) was added thereto, followed by stirring under reflux for 12 hours. The temperature was lowered to room temperature and the resulting solid was filtered. percolationThe resulting solid was recrystallized from tetrahydrofuran and ethyl acetate, filtered and then dried to give compound H2 (35 g, yield 71%)

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, 160199-05-3, 2,4-Dichlorobenzo[4,5]thieno[3,2-d]pyrimidine.

Reference:
Patent; LG Chem, Ltd.; Jeong Min-u; Lee Dong-hun; Moon Jeong-uk; Park Tae-yun; Lee Jeong-ha; Cho Seong-mi; Chae Mi-yeong; (43 pag.)KR2018/10166; (2018); 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. 56844-12-3, name is 6-Bromo-4-chlorothieno[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

EXAMPLE 20 6-Bromo-N-(2,5-dimethoxyphenyl)thieno[3,2-d]pyrimidin-4-amine To a mixture of 6-bromo-4-chlorothieno[2,3-d]pyrimidine (96 mg, 0.38 mmol) and 2,5-dimethoxybenzenamine (65 mg, 0.42 mmol) in 2.5 mL of isopropanol was added 2 drops of concentrated HCl and the mixture was heated at 75 C. for 3 h. The reaction mixture was cooled to room temperature and diluted with 25 mL of ethyl acetate, and washed with saturated NaHCO3, dried over anhydrous Na2SO4, filtered and concentrated. The crude was purified by column chromatography (40% ethyl acetate/hexane) to give the title compound (116 mg, 0.32 mmol, 84%). 1H NMR (CDCl3) 8.70 (s, 1H), 8.07 (d, 1H, J=3.0), 7.45 (s, 1H), 7.18 (s, 1H, broad), 6.87 (d, 1H, J=8.7), 6.67 (dd, 1H, J=9.0, 3.0), 3.88 (s, 3H), 3.83 (s, 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, 56844-12-3, 6-Bromo-4-chlorothieno[2,3-d]pyrimidine.

Reference:
Patent; Cytovia, Inc.; US2007/99877; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 10397-13-4, Adding some certain compound to certain chemical reactions, such as: 10397-13-4, name is 4-(4,6-Dichloropyrimidin-2-yl)morpholine,molecular formula is C8H9Cl2N3O, 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 10397-13-4.

To a solution of malononitrile (277 mg, 4.2 mmol) in THF cooled to 0 0C, sodium hydride (189 mg, 4.7 mmol) was added. When the evolution of gas ceased, 4,6-dichloro- 2-morpholinopyrimidine (laa) (500 mg, 2.1 mmol) was added to the reaction mixture, followed by Pd(PPlIs)4. The resulting suspension was refluxed at 80 0C overnight. The mixture was treated with aq. 2M NaOH (10 mL) and stirred for 15 min. The organic layer was discharged and the aqueous was acidified with aq. 2M HCl and extracted with ethyl acetate, yielding 2-(6-chloro-2-morpholinopyrimidin-4-yl)malononitrile (2aa) (617 mg) after drying and solvent evaporation.

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. 10397-13-4, 4-(4,6-Dichloropyrimidin-2-yl)morpholine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2009/85913; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1088994-22-2 ,Some common heterocyclic compound, 1088994-22-2, molecular formula is C12H10N2O2, 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.

Compound 3-1 (100 mg, 0.26 mmol), compound 5-1 (58 mg, 0.28 mmol), HATU (150 mg, 0.39 mmol) and DIEA (124 mg, 0.96 mmol) were dissolved in 5 mL of DMF, and the mixture was stirred under room temperature for 3 hours. The reaction mixture was poured into aqueous saline and extracted with ethyl acetate (10 mL x 3). The organic phase was combined and washed with water (10 mL x 2) and saturated NaCl solution (10 mL x 2), dried, filtered and concentrated to give a crude product. The crude product was separated by preparative HPLC to obtain compound 7-1 (30 mg, white solid, yield: 20%). 1H NMR (400 MHz, MeOD) delta= 8.78 (dd, J=4.9, 9.7 Hz, 2H), 8.17 (d, J=8.2 Hz, 0.5H), 8.11 (d, J=7.9 Hz, 0.5H), 8.01 (d, J=3.1 Hz, 0.5H), 7.75 (br. s., 0.5H), 7.57-7.50 (m, 0.5H), 7.43 (d, J=8.2 Hz, 0.5H), 7.38-7.31 (m, 2H), 7.26 (s, 0.4H), 7.13 (s, 0.6H), 6.86 (dd, J=3.5, 9.0 Hz, 0.5H), 6.36 (dd, J=3.5, 9.0 Hz, 0.5H), 4.77-4.72 (m, 0.5H), 4.21-4.11 (m, 1.5H), 3.78 (br. s., 1H), 2.52 (br. s., 1H), 2.46 (s, 1.5H), 2.35 (s, 1.5H), 2.09-1.95 (m, 2H), 1.91-1.37 (m, 7H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1088994-22-2, its application will become more common.

Reference:
Patent; Shanghai Haiyan Pharmaceutical Technology Co. Ltd.; Yangtze River Pharmaceutical Group Co., Ltd.; HE, Haiying; WU, Songliang; ZHANG, Yang; MA, Biao; CHEN, Yuan; WANG, Yuhe; CHEN, Shuhui; LV, Qiang; LAN, Jiong; LIU, Xing; (54 pag.)EP3115362; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 26032-72-4, 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 26032-72-4, name is 2,4-Dichloro-6-phenylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Under nitrogen, Compound A was dissolved in tetrahydrofuran / toluene (5: 1) and 1.2 equivalents of Compound B was added. 4.4 equivalents of potassium carbonate was dissolved in distilled water (DI water) and 0.05 equivalent of Pd (0) was added. The reaction mixture was refluxed at 80 DEG C and stirred for 24 hours to terminate the reaction. After extraction with an organic solvent, the organic solvent was removed. Through column re-precipitation, Compound C was obtained.

According to the analysis of related databases, 26032-72-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LG Display Co., Ltd.; Yoon Gyeong-jin; Noh Hyo-jin; Song In-beom; Baek Jeong-eun; (23 pag.)KR2019/70090; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia