Category: 5750-76-5

5750-76-5, 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. 5750-76-5, name is 2,4,5-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

(E)-4-(2-butoxyvinyl)-2,5-dichloropyrimidine was obtained as follows: Triethylamine (19.4 ml, 139 mmol), 1-(vinyloxy)butane (18.0 ml, 139 mmol) and palladium(II) acetate (2.08 g, 9.30 mmol) were added to a stirred solution of 2,4,5-trichloropyrimidine (15 ml, 132 mmol) in polyethylene glycol 400 (150 ml). The solution was heated at 80 C. for 2 h. After cooling to 0 C., diethylether was added, the organic layer was separated and washed with brine, dried on MgSO4, filtered and evaporated to afford an orange oil. This oil was dissolved in 300 mL of a petroleum ether/AcOEt mixture (85:15), 40 g of silica was added and this suspension was filtered. The filtrate was evaporated to afford (E)-4-(2-butoxyvinyl)-2,5-dichloropyrimidine (18.0 g, 54%) as an orange oil; NMR spectrum: (CDCl3) 0.97 (t, 3H), 1.41-1.50 (m, 2H), 1.70-1.78 (m, 2H), 4.03 (t, 2H), 6.09 (d, 1H), 8.07 (d, 1H), 8.33 (s, 1H).

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 5750-76-5, 2,4,5-Trichloropyrimidine.

Reference:
Patent; ASTRAZENECA AB; US2010/105655; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 5750-76-5 as follows., 5750-76-5

2,4,5-trichloropyrimidine (6.1 kg)To 2- (isopropylsulfonyl) aniline (950 g, 4.77 mol) and DBU (181 g, 1.19 mol, 0.25 equiv.)The mixture was stirred at 80 C. for 7.5 hours.After cooling to 25 C,n-heptane (1.9 kg) was added,The mixture was stirred for 30 minutes.Cool the mixture to -5 C.Filter and wash with n-heptane (325 g).The crude product is suspended in ethanol (4.5 kg),Stirred at 25 C. for 12 hours, then cooled to 0 C.After filtration, the crude was dried in vacuo,2,5-dichloro-N- (2- (isopropylsulfonyl) phenyl) pyrimidin-4-amine(1.07 kg, 65% yield).

The chemical industry reduces the impact on the environment during synthesis 5750-76-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Novartis AG; Kapferer, Tobias; Gong, Baoqing; Davis, Mark Clinton; Zheng, Xuchun; (72 pag.)JP2019/196359; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

5750-76-5, 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.5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, molecular weight is 183.4231, as common compound, the synthetic route is as follows.

Intermediate 13: 2,5-Dichloro-4-methylpyrimidine.To a solution of 2 ,4,5-trichloropyrimidine (2.52 g, 13.74 mmol) in THF/NMP (86 mL/6 mL) was added Fe(acac)3 (485 mg, 1 .37) and the mixture was cooled to 0 C. 3.0 M MeMgBr in Et2O (6.87 mL, 20.61 mmol) was added dropwise. After 30 min at 0 C, the reaction was complete and quenched with saturated aqueous NH CI solution. Et2O was added and the layers were separated and the aqueous layer was further extracted with several portions of Et2O. The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo. Chromatography (Hex to 10% EtOAc/Hex) gave the desired product as a white solid (1 .45 g, 65%). 1 H NMR (500 MHz, CDCI3): 8.47 (s, 1 H), 2.61 (s, 3H).

Statistics shows that 5750-76-5 is playing an increasingly important role. we look forward to future research findings about 2,4,5-Trichloropyrimidine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50202; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
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. 5750-76-5, name is 2,4,5-Trichloropyrimidine. A new synthetic method of this compound is introduced below., 5750-76-5

2-(isopropylsulfonyl)aniline (1g, 5.02mmol) and 2,4,5-trichloropyrimidine (1.1g, 6mmol) was dissolved in N,N-dimethylformamide (30 mL) and added sodium hydride (content 60%, 0.4g, 10mmol) then reacted at 25C for 12 hours. Water (20mL) was added then extracted with ethyl acetate (30mL ¡Á 3). The organic phases were combined, washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated in vacuo. The crude product was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 25: 1) gave the product (0.8g, 46% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5750-76-5, 2,4,5-Trichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Shandong Xuanzhu Pharma Co., Ltd.; Wu, Yongqian; (28 pag.)CN105524045; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
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. 5750-76-5, name is 2,4,5-Trichloropyrimidine. A new synthetic method of this compound is introduced below., 5750-76-5

General procedure: 2-Amino-N-methylbenzamide 10 was prepared according tothe general procedure in literatures 33-35. The prepared 2-amino-N-methylbenzamide 10 (1.00 g, 6.67 mmol) was added inone portion to 2,4,5-trichloropyrimidine (1.22 g, 6.67 mmol) or2,4-dichloro-5-nitropyrimidine (1.29 g, 6.67 mmol) and DIPEA(1.29 g, 10.0 mmol) in isopropanol (100 mL). The resulting mixturewas stirred at 85 C for 6 h. The mixture was evaporated to dryness,and the residue was recrystallised from MeCN/water 20:1to yield 2-(2-chloro-5-substitudedpyrimidin-4-ylamino)-Nmethylbenzamide(1.69 g, 85%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5750-76-5, 2,4,5-Trichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Liu, He; Wu, Bin; Ge, Yang; Huang, Jiaxin; Song, Shijie; Wang, Changyuan; Yao, Jihong; Liu, Kexin; Li, Yanxia; Li, Yongming; Ma, Xiaodong; Bioorganic and Medicinal Chemistry; vol. 25; 24; (2017); p. 6313 – 6321;,
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. 5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, 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. 5750-76-5

Intermediate 1 2,5-dichloro-N-(5-methyl-lH-pyrazol-3-yl)pyrimidin-4- amine [0078] A mixture of 5-methyl-lH-pyrazol-3-amine (3.00 g, 30.9 mmol), 2,4,5- trichloropyrimidine (5.67 g, 30.9 mmol, 1 equiv.) and Na2CO3 (3.60 g, 34.0 mmol, 1.1 equiv.) in EtOH (100 mL) was heated at 40 0C for 24 h. The solvent was removed in vacuo. The resulting residue was partitioned between EtOAc (350 mL) and water (100 mL). The EtOAc layer was washed with water (3x), saturated aqueous NaCl (Ix) and dried over Na2SO4. The resulting EtOAc solution was concentrated in vacuo, providing the product 2,5-dichloro-N-(5-methyl-lH-pyrazol-3-yl)pyrimidin-4-amine; ESMS m/z 244.0 (M + H+).

The chemical industry reduces the impact on the environment during synthesis 5750-76-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; IRM LLC; WO2009/158431; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

5750-76-5 , The common heterocyclic compound, 5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, 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.

[00369] 245-trichloropyrimidine (54.2 g, 0296 mol, 1.0 eq.), (2arninophenyl)dimethyl..phosphine oxide (50.Og, 0.296 mole, 1.0 eq.), potassium carbonate (49.lg, 0355 mol, 1.2 eq.) and tetrabutylammonium bisuifate (10.2 g. 0.03 mole, 0.1 eq.) were combined in DMF (1050 mL), and heated at 65 C for -8.0-8.5 h. During the course of heating, an offwhite suspension formed. Upon coong, the mixture was cooled to rt and filtered. The coHected solids were rinsed with DMF (2 x 50 mL), and the combined filtrates were concentrated in vacuo. The resulting residue was dissolved in EtOAc (1 .3 L) and water (350 mL). The aqueous layer was isolated and extracted with EtOAc (2 x 250 mL). The combined organic layers were washed with brine (20% w/w, 500 mL), dried over sodium sulfate, filtered, and concentrated in vacuo to afford (2..((25dichloropyriniidin4 yl)amino)phenyl)dimethylphosphine oxide as an offwhite solid.

According to the analysis of related databases, 5750-76-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARIAD PHARMACEUTICALS, INC.; ROZAMUS, Leonard, W.; SHARMA, Pradeep; (190 pag.)WO2016/65028; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Some common heterocyclic compound, 5750-76-5, molecular formula is C4HCl3N2, 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.5750-76-5

In Scheme 2In the synthesis of Compound 2-5,The starting material 2-fluoronitrobenzene (i.e., compound 2-1)The remaining synthetic methods were the same as those of Scheme 1 of Scheme 1,To give compound 2-5, yield: 33%.In the ice bath conditions,Compounds 2-4 (30.0 g,150 mmol) was dissolved in N, N-dimethylformamide (300 mL)Sodium hydride (7.3 g, 300 mmol) was added slowlyTo the reaction system,Stirred at 0 C for 15 minutes;2,4,5-trichloropyrimidine (33.1 g, 180 mmol) was added dropwise to the reaction system,Room temperature reaction and stirring overnight;The reaction was completed, cooled and poured into 500 mL of water,Extracted with ethyl acetate, dried,Concentrated, silica gel column chromatography,To give compound 2-5 (17.3 g),Yield: 32.0%.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 5750-76-5.

Reference:
Patent; Hangzhou REX Pharmaceutical Co., Ltd; Wang, Yonghui; Gao, Yujun; Zhou, Juan; Zhu, Yan; Liu, Wandeng; Wang, Dong; Chen, Ximing; Wu, Yaodong; Li, Chunqi; (29 pag.)CN106336382; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

5750-76-5, 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. 5750-76-5, name is 2,4,5-Trichloropyrimidine, molecular formula is C4HCl3N2, 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.

2-(Isopropylsulfonyl)aniline (2 g, 10 mmol) was dissolved ina mixed solvent of DMF (10 mL) and DMSO(1 mL). In ice bath, NaH (600 mg, 15 mmol, 60%) in a mixed solvent of DMF/DMSO (20/2 mL) was slowly added dropwise, and then2,4,5-trichloropyrimidine (3.66 g, 20 mmol)in a mixed solvent of DMF/DMSO(10/1 mL) was slowly added dropwise. The resultant mixture was reacted at room temperature under stirring for 16 h. After the reaction, 100 mL water was added. After extraction with ethyl acetate (100 mL*2), the organic phases were combined, dried with anhydrous sodium sulphate, filtrated, and concentrated to obtain a crude product. After purification by silica gel column chromatography (petroleum ether: ethyl acetate=20:1), the product (1.8 g, yield: 52%) was obtained.

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. 5750-76-5, 2,4,5-Trichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; WU, Frank; (55 pag.)EP3202765; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

5750-76-5, 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 5750-76-5 as follows.

Preparation 2: 2,5-dichloro-4-methoxypyrimidine To a 250 mL round bottom flask equipped with a stir bar was added 1 g 5-chloro- 2,4-dichloro- pyrimidine, and 15mL of diethyl ether. The mixture was cooled to 0C in an ice bath and then 1 equivalent of sodium methoxide in methanol (prepared from reacting 120 mg of sodium with 4 mL of methanol at room temperature) was slowly added. The reaction was stirred over night at room temperature and checked by LCMS. The white precipitate was filtered and the solid washed with cold methanol. After drying, 0.98 g of pure 2,5-dichloro-4-methoxypyrimidine was obtained and this material was used without further purification

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5750-76-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BAKER-GLENN, Charles; CHAMBERS, Mark; CHAN, Bryan K.; ESTRADA, Anthony; SWEENEY, Zachary Kevin; WO2013/79505; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia