Category: 32779-38-7

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. 32779-38-7, name is 2-Chloro-5-iodopyrimidine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C4H2ClIN2

a) 5-chloro-N-(3-((2-chloropyrimidin-5-yl)ethynyl)-2,4-difluorophenyl)-2-methylpyridine-3-sulfonamide A mixture of 2-chloro-5-iodopyrimidine (225 mg), 5-chloro-N-(3-ethynyl-2,4-difluorophenyl)-2-methylpyridine-3-sulfonamide (265 mg), dichlorobis(tricyclohexylphosphine)palladium(II) (58 mg), copper(I) iodide (30 mg), DIPEA (2.1 mL) and DMSO (2.1 mL) was stirred under microwave irradiation at 60 C. for 1 hr. The reaction mixture was diluted with ethyl acetate and water, and an insoluble material was removed by filtration. The filtrate was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated to give a residue. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (307 mg). 1H NMR (300 MHz, DMSO-d) delta 2.77 (3H, s), 7.23 (1H, td, J=8.9, 1.4 Hz), 7.41 (1H, td, J=9.0, 6.0 Hz), 8.06 (1H, d, J=2.2 Hz), 8.75 (1H, d, J=2.4 Hz), 9.02 (2H, s), 10.91 (1H, brs).

The synthetic route of 32779-38-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; FUJIMOTO, Jun; LIU, Xin; KURASAWA, Osamu; TAKAGI, Terufumi; CARY, Douglas Robert; BANNO, Hiroshi; ASANO, Yasutomi; KOJIMA, Takuto; (159 pag.)US2019/169166; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 32779-38-7, 2-Chloro-5-iodopyrimidine, 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, COA of Formula: C4H2ClIN2, blongs to pyrimidines compound. COA of Formula: C4H2ClIN2

b) 2,5-dichloro-N-(3-((2-chloropyrimidin-5-yl)ethynyl)-2,4-difluorophenyl)benzenesulfonamide Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (0.56 g) was added to a solution of 2,5-dichloro-N-(3-ethynyl-2,4-difluorophenyl)benzenesulfonamide (3.0 g), 2-chloro-5-iodopyrimidine (2.6 g), DIPEA (3.0 mL) and copper(I) iodide (79 mg) in THF (50 mL) at room temperature. The mixture was stirred under a nitrogen atmosphere at room temperature for 16 hr. The reaction mixture was filtered through celite, and the filtrate was diluted with water and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated to give a residue. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (761 mg). 1H NMR (300 MHz, DMSO-d6) delta 7.22-7.32 (1H, m), 7.42 (1H, td, J=8.9, 5.9 Hz), 7.71-7.81 (2H, m), 7.87 (1H, dd, J=2.0, 0.8 Hz), 9.03 (2H, s), 10.83 (1H, s).

The synthetic route of 32779-38-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; FUJIMOTO, Jun; LIU, Xin; KURASAWA, Osamu; TAKAGI, Terufumi; CARY, Douglas Robert; BANNO, Hiroshi; ASANO, Yasutomi; KOJIMA, Takuto; (159 pag.)US2019/169166; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 32779-38-7 ,Some common heterocyclic compound, 32779-38-7, molecular formula is C4H2ClIN2, 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.

Example A6. General experimental for the Negishi cross-couplingGeneral Scheme:Pd(PPh3)4 R99aZnBr + Ra 9a9Bb.l p99ap99b Representative Scheme:To a solution of tetrakis(triphenylphosphine)palladium (0.05 equiv) in THF was added the organozinc reagent (e.g., pyridin-2-ylzinc bromide, 2 equiv) at 15 C under N2. Then, a solution of aryl iodine (e.g., 2-chloro-5-iodopyrimidine, 1 equiv) in THF was added. The reaction mixture was stirred at room temperature for 3 h. The mixture was poured into ¾0 and extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2S04. After filtration and concentration, the crude product was purified by silica-gel column to give the C-C coupling product (e.g., 2-chloro-5- (pyridin-2-yl)pyrimidine).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,32779-38-7, its application will become more common.

Reference:
Patent; HEFFERNAN, Michele, L., R.; HARDY, Larry, Wendell; WU, Frank, Xinhe; SARASWAT, Lakshmi, D.; SPEAR, Kerry, L.; WO2012/170845; (2012); A2;,
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. 32779-38-7, name is 2-Chloro-5-iodopyrimidine, the common compound, a new synthetic route is introduced below. Quality Control of 2-Chloro-5-iodopyrimidine

f) 2,5-dichloro-3-(N-(3-((2-chloropyrimidin-5-yl)ethynyl)-2,4-difluorophenyl)sulfamoyl)benzyl acetate A mixture of 2,5-dichloro-3-(N-(3-ethynyl-2,4-difluorophenyl)sulfamoyl)benzyl acetate (1.45 g), dichlorobis(tricyclohexylphosphine)palladium(II) (246 mg), DIPEA (9 mL), copper(I) iodide (127 mg), 2-chloro-5-iodopyrimidin-2-amine (1.04 g) and DMSO (10 mL) was stirred under microwave irradiation at 60 C. for 1 hr. The same reaction was repeated twice in total, the reaction mixtures were combined, cooled to room temperature, diluted with water and ethyl acetate and an insoluble material was removed by filtration. The filtrate was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated to give a residue. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give a residue. The obtained residue was washed with ethyl acetate/IPE to give the title compound (2.60 g). 1H NMR (300 MHz, DMSO-d6) delta 2.12 (3H, s), 5.23 (2H, s), 7.21-7.31 (1H, m), 7.41 (1H, td, J=8.9, 5.9 Hz), 7.86-7.93 (2H, m), 9.03 (2H, s), 10.89 (1H, s).

The synthetic route of 32779-38-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; FUJIMOTO, Jun; LIU, Xin; KURASAWA, Osamu; TAKAGI, Terufumi; CARY, Douglas Robert; BANNO, Hiroshi; ASANO, Yasutomi; KOJIMA, Takuto; (159 pag.)US2019/169166; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 32779-38-7, 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.32779-38-7, name is 2-Chloro-5-iodopyrimidine, molecular formula is C4H2ClIN2, molecular weight is 240.43, as common compound, the synthetic route is as follows.

Step-a: Synthesis of tert-butyl (2-((5-iodopyrimidin-2-yl)oxy)ethyl)carbamate Into a 500-mL round-bottom flask was placed 2-chloro-5-iodopyrimidine (10 g, 41.59 mmol, 1.00 equiv), NMP (200 mL), sodium hydroxide (3.3 g, 82.50 mmol, 2.00 equiv), and tert-butyl (2-hydroxyethyl)carbamate (6.7 g, 41.56 mmol, 1.00 equiv). The resulting solution was stirred at 100 C. until completion. The resulting solution was diluted with H2O (100 mL), extracted with of ethyl acetate (3*100 mL) and the organic layers combined, washed with brine (100 mL), dried over Na2SO4 and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:3) to deliver the title compound in 7.6 g (50%) as a brown solid.

Statistics shows that 32779-38-7 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-iodopyrimidine.

Reference:
Patent; EISAI R & D MANAGEMENT CO., LTD.; BOCK, Mark; HAO, Ming-Hong; KORPAL, Manav; NYAVANANDI, Vijay Kumar; PUYANG, Xiaoling; SAMAJDAR, Susanta; SMITH, Peter Gerard; WANG, John; ZHENG, Guo Zhu; ZHU, Ping; MITCHELL, Lorna Helen; LARSEN, Nicholas; RIOUX, Nathalie; PRAJAPATI, Sudeep; REYNOLDS, Dominic; O’SHEA, Morgan; SAMARAKOON, Thiwanka; (134 pag.)US2018/141913; (2018); A1;,
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. 32779-38-7, name is 2-Chloro-5-iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C4H2ClIN2

To a solution of cis-3- (4-chlorophenyl) cyclobutanol (2.297 g, 12.58 mmol) and 2-chloro-5-iodopyrimidine (2.52 g, 10.48 mmol) in anhydrous THF (60 mL) was added sodium 2-methylpropan-2-olate (1.007 g, 10.48 mmol) . The resulting mixture was stirred at 40 C under N2for 3 h, then poured into water (50 mL) and extracted with EA (3 x 40 mL) . The combined organic layers were washed with brine (3 x 10 mL) , and dried over Na2SO4. After filtration and concentration, the resulting residue was purified by column chromatography (SiO2, PE: EA10: 1) to afford the title compound.1H NMR (400 MHz, CDCl3) 8.62 (s, 2H) , 7.27 (s, 2H) , 7.13-7.19 (m, 2H) , 5.14 (q, J7.43 Hz, 1H) , 3.04-3.19 (m, 1H) , 2.84-2.97 (m, 1H) , 2.19-2.36 (m, 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, 32779-38-7, 2-Chloro-5-iodopyrimidine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DEBENHAM, John S.; COX, Jason M.; LAN, Ping; SUN, Zhongxiang; FENG, Zhe; SUN, Chunrui; SEGANISH, W. Michael; LAI, Zhong; ZHU, Chen; BARA, Thomas; RAJAGOPANALAN, Murali; DANG, Qun; KIM, Hyunjin M.; HU, Bin; HAO, Jinglai; (112 pag.)WO2018/107415; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia