Day: January 6, 2021

Adding a certain compound to certain chemical reactions, such as: 131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, 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, Computed Properties of C15H13ClN2O4, blongs to pyrimidines compound. Computed Properties of C15H13ClN2O4

Methyl (¡ê)-2-{2-[6-chloropyiimidin-4-yloxy]phenyl}-3-methoxyacrylate (E) (3g of 95.4% strength) was charged to the reaction tube followed by the solvent (10 ml) then 2- cyanophenol (1.2g), base (1.5 mol equivalents) and the compound being tested as a catalyst (15 mol%). The reaction mixtures were held, with stirring, at 400C for 4hrs, then at 6O0C for 2 hrs. The reaction was monitored for formation of product, throughout the hold period, by Gas Chromatography. Results are recorded as area % levels of methyl (¡ê)-2-{2-[6- chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (II) and methyl (E)-2-{2-[6-(2- cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (I) in the reaction mixture.The following systems were tested:TABLE l The results are shown in Table 2 below:TABLE 2; Further screening experiments, using DMF as a solvent, were carried out as detailed below: Methyl (¡ê)-2-{2-[6-chlororhoyrimidin-4-yloxy]ph.enyl}-3-methoxyacrylate (H) (6.4g of 45.2% strength solution in DMF) was charged to the reaction tube followed by further DMF (6.4 g), 2-cyanophenol (1.2g), potassium carbonate (1.5 mol equivalents) and the compound being tested as a catalyst (10 mol%). The reaction mixtures were held, with stirring, at 4O0C for 4hrs, then at 6O0C for 2 hrs. The reaction was monitored for loss of starting material and formation of product, throughout the hold periods, by Gas Chromatography. Results are recorded as area % levels of methyl (E)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3- methoxyacrylate (II) and methyl (2s)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3- methoxyacrylate (I) in the reaction mixture.The following systems were tested:TABLE 3The results are shown in Table 4 below:

At the same time, in my other blogs, there are other synthetic methods of this type of compound,131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, and friends who are interested can also refer to it.

Reference:
Patent; SYNGENTA LIMITED; WO2008/43977; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 37554-70-4 ,Some common heterocyclic compound, 37554-70-4, molecular formula is C5H4ClFN2O, 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: (5-Fluoro-4-methoxypyrimidin-2-yl)isobutylamine; To a stirred solution of 2-chloro-5-fluoro-4-methoxypyrimidine (10.0 g, 61.7 mmol) and isobutylamine (6.8 g, 92.6 mmol) in MeCN (200 ml) was added DIEA (11.9 g, 92.6 mmol). The mixture was stirred at 80 C for 12 h. At the end of the reaction, the resulting mixture was cooled and partitioned between EtOAc (200 ml) and H2O (200 ml). The EtOAc layer was washed with brine (200 ml), dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel, eluting with 2-5% EtOAc/PE to afford 5.2 g (42% yield) of the product as a yellow solid.1H NMR (400 MHz, CDCl3) delta 7.92 (d, J = 2.8 Hz, 1H), 5.03 (br s, 1H), 3.99 (s, 3H), 3.21 (t, J = 6.4 Hz, 2H), 1.91 (m, 1H), 0.99 (d, J = 6.4 Hz, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,37554-70-4, its application will become more common.

Reference:
Article; Wada, Hiroki; Cheng, Lili; Jiang, Ji; Jiang, Zhigan; Xie, Jun; Hu, Tao; Sanganee, Hitesh; Luker, Tim; Tetrahedron Letters; vol. 53; 14; (2012); p. 1720 – 1724;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4318-56-3, 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 4318-56-3, name is 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione. This compound has unique chemical properties. The synthetic route is as follows.

Step 1 : 6-Chloro-3-methylpyrimidine-2,4 (l/7,3/7)-dione (43 g, 267 mmol), (1192) K2C03 (92.1 g, 667 mmol) and PMB-C1 (1.4 g, 28.0 mmol) were taken up in DMF (500 mL). The reaction mixture was stirred at 50 C for 16 hours. The mixture was partitioned between H20 (1000 mL) and EtOAc (1500 mL) and the aqueous phase was extracted with EtOAc (800 mL x 2). The combined organics were washed with brine (500 mL x 2), dried over anhydrous Na2S04, filtered, and concentrated under reduced pressure to give a residue.Trituration with petroleum ether/EtOAc (10 : 1) resulted in the formation of a precipitate which was collected by filtration, washed with petroleum ether/EtOAc (10 : l, 100 mL), and dried to give 6-chloro-l-(4-methoxybenzyl)-3-methylpyrimidine-2, 4(1/7, 3/7)-dione (50.0 g, 66.7% yield) as a white solid.

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 4318-56-3, 6-Chloro-3-methylpyrimidine-2,4(1H,3H)-dione.

Reference:
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; WALTERS, W., Patrick; LESCARBEAU, Andre; KELLEY, Elizabeth, H.; SHORTSLEEVES, Kelley, C.; TAYLOR, Alexander, M.; PIERCE, Levi Charles, Thomas; MURCKO, Mark, Andrew; GIORDANETTO, Fabrizio; GREISMAN, Jack, Benjamin; MARAGAKIS, Paul; BHAT, Sathesh; KONZE, Kyle; DAHLGREN, Markus, Kristofer; THERRIEN, Eric; (0 pag.)WO2019/165073; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 62458-96-2, 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. 62458-96-2, name is 7-Benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4(3H)-one, molecular formula is C14H15N3O, 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 39 7- (3-Chloropyridin-2-yl)-5, 6,7, 8-tetrahydro-N-phenethylpyrido [3,4-d] pyrimidin-4-amine A. 5,6, 7, 8-Tetrahydropyrido [3,4-d] pyrimidin-4 (3H) -one [00306] 7-Benzyl-5, 6,7, 8-tetrahydropyrido [3,4-d] pyrimidin-4 (3H)-one (1. 5g, 6.2mmol) was dissolved in methanol (25mL) and palladium hydroxide was added (1. 5g, 20% wt). The mixture was shaken on a Parr Shaker under H2 (g) atmosphere (60 PSI) for 3 days. The mixture was filtered through celite and evaporated to give 0.9g of material as a yellow solid (96%), which was used as such for the next step.

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 62458-96-2, 7-Benzyl-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-4(3H)-one.

Reference:
Patent; RENOVIS, INC.; WO2005/66171; (2005); 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. 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2,4-Dichloro-5-pyrimidinecarbonyl chloride

A solution of 2,4-dichloropyrimidine-5-carbonyl chloride (1.00 g, 4.76 mmol) in ethanol (6.0 mL) was added DIPEA (2.5 raL, 14,4 mmol) slowly at 0 C under nitrogen. After 30 mm, hex-5-yn-1-amine (0.476 g, 4.91 mmol) was added in one portion. The reaction mixture was stirred at room temperature for 3.5 h, then was added dropwise to a solution of 6-azidohexan-1-amine (0.801 g, 5.64 mmol) in ethanol (4.0 mL) at 50 C After the reaction was complete (monitored by LCMS), the mixture was diluted with water (10 mL) and concentrated under a reduced pressure and filtered. The yellow solid was washed with water and dried under vacuum to be used in the next step without further purification (0.723 g, 39% over 3 steps).

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, 2972-52-3, 2,4-Dichloro-5-pyrimidinecarbonyl chloride.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; WANG, Xiaodong; ZHANG, Weihe; KIREEV, Dmitri; LIU, Jing; MCIVER, Andrew Louis; WO2014/85225; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 60025-09-4, 4-Amino-6-chloropyrimidine-5-carbonitrile, 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, Recommanded Product: 4-Amino-6-chloropyrimidine-5-carbonitrile, blongs to pyrimidines compound. Recommanded Product: 4-Amino-6-chloropyrimidine-5-carbonitrile

24.89 kg of tetrahydrofuran was added to a 100 L reaction kettle, and stirring was started, followed by the addition of 2.84 kg of (S)-3-(1-aminoethyl)-8-chloro-2-phenylquinolin-4(1H)-one and 1.34. Kg 4-amino-5-cyano-6-chloropyrimidine, heated to 65 ¡À 5 C, then add 4.22 kg of cesium carbonate, continue to reflux for 1 to 1.5 hours, HPLC to monitor the reaction to the end; 7.10 kg of acetone was washed, the solvent was removed from the filtrate, and 20 kg of purified water was added thereto for stirring for 1 to 2 hours, and the mixture was centrifuged, and purified water was washed twice. The obtained solid was air-dried at 70 ¡À 5 C for 10 hours or more to obtain 3.55 kg of the title compound.3.55 kg of the above crude product was added to 43.34 kg of acetone at room temperature, stirred until it was dissolved, filtered, and the filtrate was added to a 100 L reaction vessel, heated to reflux, and some acetone was distilled off until the residue in the kettle was slightly turbid, and the mixture was slowly added dropwise. Kg of methanol, after the completion of the addition, naturally reduce to room temperature, then cool to 5 ¡À 5 C, heat crystallization for more than 1 hour, filtration, filter cake with a mixture of 0.78 kg weight ratio of acetone / methanol = 1/2, the resulting The solid was vacuum dried at 60 ¡À 5 C for more than 12 hours to obtain 2.23 kg of (S)-4-amino-6-((1-(8-chloro-4-oxo-2-phenyl-1,4-di) Hydroquinolin-3-yl)ethyl)amino)pyrimidine-5-cyano, yield 62.0%.

The synthetic route of 60025-09-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Shenghe Pharmaceutical Co., Ltd.; Zhao Liwen; Sha Xiangyang; Ye Shichun; Ding Zhaobing; Chen Cheng; Li Linyi; (19 pag.)CN109516975; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 105806-13-1 , The common heterocyclic compound, 105806-13-1, name is 4,6-Dichloro-5-fluoro-2-methylpyrimidine, molecular formula is C5H3Cl2FN2, 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.

Part A: 5-Fluoro-6-hydrazino-N,2-dimethyl-N-(4-pyridinylmethyl)-4-pyrimidinamine. 4,6-Dichloro-5-fluoro-2-methylpyrimidine (0.18 g, 0.99 mmol) was dissolved in DMSO (1 ml_). To this solution was added triethylamine (0.15 ml_, 1.08 mmol), followed by commercially available N-methyl-1-(4-pyridinyl)methanamine (0.122 g, 1.0 mmol). The reaction was left to stir for 3 hours. Then hydrazine monohydrate was added, and the resulting reaction mixture was stirred overnight at room temperature. The reaction mixture was heated to 6O0C for 90 minutes. After cooling, the reaction mixture was purified by RP-HPLC to provide 5-fluoro-6-hydrazino-N,2-dimethyl-N-(4-pyridinylmethyl)- 4-pyrimidinamine (0.130 g, 49%). LCMS: (M+H)+ = 263.0.

The synthetic route of 105806-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/61879; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 56844-12-3, 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. 56844-12-3, name is 6-Bromo-4-chlorothieno[2,3-d]pyrimidine, molecular formula is C6H2BrClN2S, 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.

General procedure: Compound 1 (1.00 g, 4.01 mmol) was mixed with the benzylamine (12.03 mmol) and 1-butanol (3.5 mL) and agitated at 145 C for 18-24 h. Then the mixture was cooled to rt, diluted with water (50 mL) and diethyl ether (150 mL) or EtOAc (150 mL). After phase separation, the water phase was extracted with more diethyl ether (2 ¡Á 50 mL) or EtOAc (2 ¡Á 50 mL). The combined organic phases were washed with saturated aq NaCl solution (50 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo, before the crude oil was dried under reduced pressure to constant weight to remove excess benzylamine. The compounds were purified by silica-gel column chromatography or crystallized as specified for each individual compound

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 56844-12-3, 6-Bromo-4-chlorothieno[2,3-d]pyrimidine.

Reference:
Article; Bugge, Steffen; Kaspersen, Svein Jacob; Larsen, Synne; Nonstad, Unni; Bj¡ãrk¡ãy, Geir; Sundby, Eirik; Hoff, Bard Helge; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 354 – 374;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 851984-15-1, 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 851984-15-1, name is 6-Chloro-5-fluoropyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (3S,4S)-3-aminopiperidin-4-ol 6 (9.4 g, 81.0 mmol, 1.0 equiv) in n-BuOH (100 ml) was added 6-chloro-5-fluoro-pyrimidin-4-ylamine (11.3 g, 76.9 mmol, 0.95 equiv) and the mixture was heated to 120 C overnight. The solid crystallized upon cooling to 20 C. After stirred for 2 h, the mixture was filtered and the solids were washed with MTBE (100 ml), dry under vacuum at 50 C (-0.08 Mpa) for -4-5 hours to afford 17 as a gray solid (17 g, 79.8%). 1H NMR (DMSO-d6, 400 MHz) delta: 1.40-1.45 (m, 1H), 1.93 (m, 1H), 2.60-2.69 (m, 2H), 2.90 (t, J = 12.0 Hz, 1H), 3.41-3.47 (m, 1H), 3.93-4.01 (m, 2H), 7.59 (s, 1H). MS: 227; MS Found: 228 ([M+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 851984-15-1, 6-Chloro-5-fluoropyrimidin-4-amine.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; CAI, Xiongwei; CHAN, Timothy R.; CONLON, Patrick; HUMORA, Michael; JENKINS, Tracy J.; MACPHEE, J. Michael; SHI, Xianglin; MILLER, Ross A.; THOMPSON, Andrew; WO2013/185082; (2013); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5750-76-5 ,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.

2-(isopropylsulfonyl)aniline (3g, 14mmol), add DMF 30ml. Under ice-water bath add batchwise sodium hydride (0.73g, 30mmol), Addition is completed. Room temperature stirring 30min. Add 2,4,5-trichloropyrimidine (3.31g, 18mmol). Stirring at the room temperature 16h. ice water quenching of the reaction, ethyl acetate (30 ml * 3), the combined organic layer, water washing, salt is washed with water, concentrated to dryness to obtain white solid 1.7g, yield 37%, in order to 2 – (isopropyl sulfonyl) aniline calculation.

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; Nanjing Qike Pharmaceutical Co., Ltd.; Wu Xueping; Han Dong; Shi Zhuyong; (8 pag.)CN104356112; (2017); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia