5750-76-5 | Pyrimidines

9/27 News New downstream synthetic route of 5750-76-5

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 of 5750-76-5, Adding some certain compound to certain chemical reactions, such as: 5750-76-5, name is 2,4,5-Trichloropyrimidine,molecular formula is C4HCl3N2, 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 5750-76-5.

General procedure: Intermediate 10 (1.2 eq), 11 (1.0 eq), n-butanol and DIPEA (1.5 eq)were added to the reaction flask at room temperature. The resultedmixture was stirred at room temperature until the TLC plates showedthe completion of the reactions. Most of the reaction solvent was evaporated.Then, ethyl acetate and water were added to the residue. Theorganic phase was washed with saturated brine and dried over anhydrous sodium sulfate, filtered and then evaporated to dryness.Purification by column chromatography (low, medium and high pressurepreparative chromatography) gave the desired compounds.

Reference:
Article; Chang, Xiayun; Gao, Yong; He, Xiangyi; Lu, Peng; Ren, Jing; Shi, Wei; Wang, Qinglin; Wang, Xiaojin; Xu, Hongjiang; Zhang, Xiquan; Zhang, Yinsheng; Zhao, Damin; Bioorganic and medicinal chemistry; (2019);,
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22-Sep News A new synthetic route of 5750-76-5

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

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., COA of Formula: C4HCl3N2

2-Amino-N-methylbenzamide 10 was prepared according tothe general procedure in literature 19. The prepared 2-amino-Nmethylbenzamide10 (10.00 g, 66.67 mmol) was added in one portionto 2,4,5-trichloropyrimidine (12.23 g, 66.67 mmol) and N,Ndiisopropylethylamine(DIPEA) (12.93 g, 100 mmol) in isopropanol(100 mL). The resulting mixture was stirred at 80 C for 6 h. Themixture was evaporated to dryness. The organic phase was evaporatedto dryness and the residue was recrystallised from MeCN/water 20:1 to yield 2-(2,5-dichloropyrimidin-4-ylamino)-Nmethylbenzamide16.87 g, 85%.

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

Reference:
Article; Qu, Menghua; Liu, Zhihao; Zhao, Dan; Wang, Changyuan; Zhang, Jianbin; Tang, Zeyao; Liu, Kexin; Shu, Xiaohong; Yuan, Hong; Ma, Xiaodong; Bioorganic and Medicinal Chemistry; vol. 25; 15; (2017); p. 3989 – 3996;,
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9/18 News New learning discoveries about 5750-76-5

Electric Literature of 5750-76-5, Adding some certain compound to certain chemical reactions, such as: 5750-76-5, name is 2,4,5-Trichloropyrimidine,molecular formula is C4HCl3N2, 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 5750-76-5.

Step 2: Preparation of 2-((2,5-dichloropyrimidin-4-yl)amino)-N-methylbenzamide (3); 2-Arrdno-N-iTiethylbenzarnide (2, 9 g, 60 mmol) and potassium carbonate ( 16.5 g, 120 mmol) were taken up in dimethylformamide (DMF )( 100 mL) to form a mixture and the mixture was stirred for 10 min. 2,4,5-trichloropyrimidine ( 1 1 g, 60 mmol) was added drop wise to the mixture and the mixture was stirred at 80 C for 1 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was cooled and filtered through a Buckner funnel. The filtered solid was washed with water and dried to afford 2-((2,5-dichloropyrimidin-4-yl)amino)-N-methylbenzamide as a light yellow solid (3, 15.2 g, 85.8%). NMR (DMSO-i/6): delta 8.90 (bs, 1 H), 8.60-8.40 (m, 1 H), 7.80-7.60 (d, 1 H), 7.70-7.50 (t, 1 H), 7.30-7.20 (t, 1 H), 2.80 (s, 3H).

Reference:
Patent; GATEKEEPER PHARMACEUTICALS, INC.; GRAY, Nathanael, S.; ZHOU, Wenjun; WO2011/140338; (2011); A1;,
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13 Sep 2021 News Share a compound : 5750-76-5

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.

Synthetic Route of 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.

Id) 2-Amino-N-methyl-benzamide (1.5g, 10 mmol) and 2,4,5-Trichloro-pyrimidine (1.31 ew) were combined in DMF (30 mL). Potassium carbonate (1.3 eq) was added the mixture heated to 750C for 4.5 h and stirred at room temperature overnight. The mixture was poured into water and the white precipitate that ensued was filtered and dried to give 2- (2,5-dichloro-pyrimidin-4-ylamino)-N-methyl-benzamide (2.7 g, 92%): 1H NMR (400 MHz, DMSOd6) I’ 12.19 (s, IH), 8.86 (s, IH), 8.54 – 8.48 (m, 2H), 7.81 (d, J =7.9 Hz, IH), 7.61 (t, J = 8.7 Hz, I H), 7.23 (t, J = 8.9 Hz, IH), 2.50 (d, J = 1.5 Hz, 3H).

Reference:
Patent; CEPHALON, INC.; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2008/51547; (2008); A1;,
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A new synthetic route of 2,4,5-Trichloropyrimidine

Related Products of 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)phenylamine (9.96 g, 50 mmol) was weighed and dissolved in N,N-dimethylformamide(DMF, 100 mL), to which sodium hydride (NaH, 2.4 g, 100 mmol) was slowly added on an ice bath and stirred for 0.5 h.A solution of 2,4,5-trichloropyrimidine (11.0 g, 60 mmol) dissolved in 20 mL of DMF was slowly added dropwise on anice bath. After the addition, the mixture was reacted overnight at room temperature, washed with water, and extractedwith ethyl acetate. After drying and concentration, the crude material was purified by column chromatography to give awhite solid 1-1 (6.9 g, 40%). MS(ESI): m/z 346.0 (M + H)+. 1H NMR (400 MHz, CDCl3) delta 10.07(s, 1 H), 8.63 (d, J = 8.0Hz, 1 H), 8.30 (s, 1 H), 7.92 (d, J = 7.4 Hz, 1 H), 7.73 (t, J = 7.4 Hz, 1 H), 7.33 (t, J = 7.0 Hz, 1 H), 3.22 (heptet, J = 6.0Hz,1 H), 1.32 (d, J = 6.0 Hz, 6 H). 13C NMR (100 MHz, CDCl3) delta 157.8, 156.3, 155.6, 137.3, 135.2, 131.4, 124.5, 124.2,122.7, 115.2, 56.1, 15.3.

Reference:
Patent; Precedo Pharmaceuticals Co., Ltd.; LIU, Jing; LIU, Qingsong; JIANG, Taoshan; WANG, Aoli; WU, Jiaxin; WU, Hong; QI, Ziping; CHEN, Yongfei; ZOU, Fengming; WANG, Wenchao; ZHAO, Zheng; WANG, Li; WANG, Beilei; (75 pag.)EP3392245; (2018); A1;,
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Simple exploration of 2,4,5-Trichloropyrimidine

With the rapid development of chemical substances, we look forward to future research findings about 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. HPLC of Formula: C4HCl3N2

Example 2: Synthesis of 5-halo-N2,N4-diarylpyrimidine-2,4-diamine derivatives (using reaction conditions A and C, Method 1)To a solution of appropriate amine (10 mmol, 1 equiv.) in DMF (30 mL) were added2,4,5-trichloro pyrimidine (13 mmol, 1.3 equiv.) and K2C03(13 mmol, 1.3 equiv.). The reaction mixture was stirred at 75 C for 5 h. It was then cooled to room temperature and poured into water (300 mL). The resulting precipitate was collected by filtration followed by washing with 50% aqueous acetonitrile and dried to provide the desired 2,5-dihalo-N-arylpyrimidin-4-amine derivative. The crude product was used for next step without further purification (Method 1 a). A mixture of 2,5-dichloro-N-arylpyrimidin-4-amine (1 mmol, 1 equiv.) and appropriate aniline (2 mmol, 2 equiv.) were taken in “BuOH (1 0 mL) and heated at 1 10 C for 12 h. The reaction mixture was cooled to room temperature and excess solvent was reduced under reduced pressure. The crude residue was purified using automated prep-HPLC to yield the desired S- sdo-N2,N4- diarylpyrimidine-2,4-diamine derivatives (Method lb).

With the rapid development of chemical substances, we look forward to future research findings about 5750-76-5.

Reference:
Patent; SALK INSTITUTE FOR BIOLOGICAL STUDIES; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; YALE UNIVERSITY; SHAW, Reuben J.; EGAN, Daniel F.; COSFORD, Nicholas; TURK, Benjamin; VAMOS, Mitchell; PANICKAR, Dhanya Raveendra; CHUN, Matthew; SHEFFLER, Doug; (315 pag.)WO2016/33100; (2016); A1;,
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The origin of a common compound about 2,4,5-Trichloropyrimidine

Application of 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.

The compound of formula (3) (1.9 g, 1 eq), under nitrogen protection, The compound of the formula (2) (4.75 g, 2.5 eq) and 1,8-diazabicyclo [5.4.0]undec-7-ene (0.76 g, 0.5 eq) were added to tetrahydrofuran (3.8 g). The temperature is raised to 80 C, and after the reaction is completed, it is naturally cooled to 40 C. Add isopropanol (7.6g) and stir for 12 hours, then cool to room temperature. The colorizone intermediate compound of formula (1) (0.88 g) was obtained by suction filtration.

Reference:
Patent; Suzhou Baker Biological Technology Co., Ltd.; Li Suyang; Xu Qinxia; Cheng Qingming; (5 pag.)CN108707120; (2018); A;,
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New downstream synthetic route of 2,4,5-Trichloropyrimidine

After adding a solvent N-methylpyrrolidone 12L to a 20 L double-layer glass reactor, the mechanical stirrer was turned on to stir.Then the substrate 2-(isopropylsulfonyl)aniline (199.3 g, 1 mol) was added sequentially.Potassium tert-butoxide (168.3 g, 1.5 mol),2,4,5-trichloropyrimidine (238.5 g, 1.3 mol),Zinc acetate (55.0 g, 0.3 mol),After stirring and dispersing uniformly, the temperature is raised to 120±2 C. for the heat preservation reaction;After 10 h, the reaction solution was taken for HPLC analysis (area normalization method: substrate 2-(isopropylsulfonyl)aniline was 1.18%, product 98.72%,The remaining amount is unknown impurity),The reaction was continued for 2 hours, and the reaction solution was subjected to HPLC analysis (area normalization method: substrate 2-(isopropylsulfonyl)aniline was 0.14%,99.52% of the product, the balance is unknown impurities);[0055] Stop the reaction, cool to 20-30 C and transfer to a 50L reactor;Add 8 L of isopropyl acetate under stirring, then add 30% V acetic acid aqueous solution to adjust the pH of the system to 7.5-7.8, stir 10-20pieta; – add 5.0L of purified water, stir for 8-lOmin, then let stand for 20-30 min. The liquid layer was collected, and the upper layer of isopropyl acetate was collected. The lower aqueous phase was extracted twice with isopropyl acetate, and 6.0 L of isopropyl acetate layer was added each time; all the isopropyl acetate layers were combined and washed with 10 L of saturated brine. After standing for liquid separation, the isopropyl acetate layer was collected, and then heated to 40-45 C, and 12 L of n-heptane was added dropwise with stirring, and a white solid precipitated in the system during the dropwise addition.After the addition, the temperature is lowered to 10-20 C.Then, the temperature is raised to 50-60 C, the temperature is kept 10-20pieta, and then naturally cooled to room temperature, filtered, and the filter cake is collected and dried under reduced pressure at 40-45 C to obtain 318.1 g of an off-white solid, the yield is 92.1%;The purity of 2,5-dichloro-N-[2-(isopropylsulfonyl)phenyl]pyrimidin-4-amine in white solid was 99.88%, and the unreacted substrate 2-(isopropylsulfonate) was detected by HPLC. Acyl) aniline 0.04%, the balance is unknown impurities

Reference:
Patent; Liu Gengxi; Chen Lanhua; Ji Hui; Li Jing; Liang Li; (8 pag.)CN109020898; (2018); A;,
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New downstream synthetic route of 2,4,5-Trichloropyrimidine

Reference:
Patent; Liu Gengxi; Chen Lanhua; Ji Hui; Li Jing; Liang Li; (8 pag.)CN109020898; (2018); A;,
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Extended knowledge of 2,4,5-Trichloropyrimidine

With the rapid development of chemical substances, we look forward to future research findings about 5750-76-5.

To a degassed solution of 2,4,5-trichloropyrimidine (15.0 g, 81.8 mmol) in PEG 300 (91 mL) at room temperature under nitrogen atmosphere was added triethylamine (12.0 mL, 85.8 mmol), butyl vinyl ether (13.5 mL, 98.1 mmol) and palladium acetate (0.73 g, 3.3 mmol). The reaction mixture was stirred for 1.5 h at 80 C under nitrogen atmosphere. The reaction was cooled to room temperature, Et20 (250 mL) was added, and the layers were separated. The dark glycol layer was extracted with Et20 (4 x 90 mL). The combined Et20 layers were washed with water (4 x 90 mL), then dried over MgS04, filtered and concentrated to yield an orange oil. The residue was purified by Si02 chromatography (Hex/ Et20 0 to 30% gradient) and afforded the title compound as an orange oil (10.70 g, 43.2 mmol, 53%).

With the rapid development of chemical substances, we look forward to future research findings about 5750-76-5.

Reference:
Patent; SYROS PHARMACEUTICALS, INC.; SPROTT, Kevin; MARINEAU, Jason, J.; SCHMIDT, Darby; BRADLEY, Michael; CIBLAT, Stephane; SIDDIQUI, M., Arshad; KABRO, Anzhelika; LEBLANC, Melissa; LEGER, Serge; ROY, Stephanie; WINTER, Dana, K.; MILLER, Tom; RIPKA, Amy; LI, Dansu; WO2015/154039; (2015); A2;,
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