Month: July 2021

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 116436-03-4, name is 2,4-Diamino-6-ethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 116436-03-4

General procedure: A solution of 6-morpholinopyrimidine-2,4-diamine 1a (5.0 g, 25.6 mmol) and potassium thiocyanate (14.9 g, 0.15 mol) in DMF (120 ml) was heated at 65 C. Pyridine (4.14 ml, 51.2 mmol) was added and the solution cooled to 5 C. Bromine (1.31 ml, 25.6 mmol) was added slowly and the reaction mixture stirred for 2 h at 5-10 C. The reaction mixture was poured into ice-water (100 ml) and stirred for 1 h. The volatiles were removed under reduced pressure and the resulting solid was diluted with water, filtered and dried. The crude solid was purified by flash chromatography on silica gel (CH2Cl2/MeOH 30:1) to yield the title compound as white solid (3.61 g, 56%).

With the rapid development of chemical substances, we look forward to future research findings about 116436-03-4.

Reference:
Article; Jang, Mi-Yeon; Jonghe, Steven De; Segers, Kenneth; Anne, Jozef; Herdewijn, Piet; Bioorganic and Medicinal Chemistry; vol. 19; 1; (2011); p. 702 – 714;,
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. 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole, molecular formula is C13H10ClN3, 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. COA of Formula: C13H10ClN3

To a 250 mL three-necked flask was added 3- (2-chloropyrimidin-4-yl) -1-methylindole (2.430 g, 10 mmol)4-fluoro-2-methoxy-5-nitroaniline (2.418 g, 13 mmol)And p-toluenesulfonic acid monohydrate (2.850 g, 15 mmol)And 80 mL of 2-pentanol was added,Start stirring and heating,80 reflux 2.5h,After completion (CHCl3:MeOH = 8:1, Rf = 0.5 ) detection reaction, TLC Turn off heating,From a bottle of three bottles with a needle through the plastic plug and slowly into the amount of ethanol,As the temperature decreases,Precipitation of yellow solid,Ice bath to continue to precipitate solid,Filtration, ethanol washing,Dried to give 3.431 g of compound 3 as a yellow solid,Yield 87%.

With the rapid development of chemical substances, we look forward to future research findings about 1032452-86-0.

Reference:
Patent; Beijing University of Technology; Yan Hong; Zhao Zhichang; Hu Shengquan; Feng Wenyan; Li Peng; Song Xiuqing; (9 pag.)CN106967050; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 50270-27-4, 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. 50270-27-4, name is 2,4,6-Trichloropyrimidine-5-carbaldehyde, molecular formula is C5HCl3N2O, 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.

A mixture of Compound 7A (2.1 14 g, 10 mmol) and sulfanilamide (1.722 g, 10 mmol) in dioxane (80 mL) was stirred in an oil bath at 40-50 0C for 10 minutes, and then at room temperature overnight. The mixture was evaporated in vacuo to give a solid, which was washed with methylene chloride and water; and then dried to give Compound 7B as yellow solid (3.Og, 78percent based on HCI salt). 1H NMR ((CD3)2SO) delta 1 1.1 (s, IH), 10.3 (s, IH), 9.85 (d, 2H), 9.80 (d, 2H), 7.35 (s, 2H); MS 346 (M-I-H+).A mixture of Compound 7B (173.6 mg, 0.5 mmol) and benzyl amine (109.2 uL, 1.0 mmol) in THF (5 mL) was stirred at room temperature overnight. The mixture was evaporated in vacuo and then was subjected to HPLC separation to give Compound 7C as HCl salt (13.1 mg, 5percent based on HCl salt). MS 418 (M+H+), 440 (M+Na+).7C *A mixture of Compound 7C (IO mg, 0.024 mmol) and hydrazine (20 uL) in methanol (1 mL) was refluxed for 30 minutes; and then evaporated to dryness. The residue was washed with water and dried to give Compound 2 as a pale yellow solid (4 mg, 42percent). 1H NMR ((CD3)2SO) delta 8.2 (s, IH), 7.8 (m, 4H), 7.6-7.3 (m, 8H), 4.7 (s, 2H); MS 396 (MH-H+).

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 50270-27-4, 2,4,6-Trichloropyrimidine-5-carbaldehyde.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2008/39359; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1197953-49-3, 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. 1197953-49-3, name is (2-((2,5-Dichloropyrimidin-4-yl)amino)phenyl)dimethylphosphine oxide. A new synthetic method of this compound is introduced below.

Compound a6 (150 mg, 0.5 mmol) was dissolved in acetone/water (3:1 by volume,A total of 8 mL), adding compound b3-1 (200 mg, 0.6 mmol), 3 drops of concentrated hydrochloric acid, sealed, heated to 100 C, stirred overnight.Cool to room temperature and adjust to pH 12 with 10% aqueous sodium hydroxide.Extract three times with dichloromethane, dry the organic phase, filter and concentrate.Column chromatography was carried out with ethyl acetate, dichloromethane/methanol (10:1 by volume) as mobile phase.Yield 110 mg of a pale yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1197953-49-3, its application will become more common.

Reference:
Patent; Zhejiang Tongyuankang Pharmaceutical Co., Ltd.; Wu Yusheng; Zhi Wubin; Wang Xin; Wu Shiyong; Li Jingya; Guo Ruiyun; Zheng Maolin; Liang Apeng; Wang Guohui; Chen Mingtao; Ma Jie; Niu Chengshan; (65 pag.)CN108689994; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4270-27-3, 6-Chloropyrimidine-2,4(1H,3H)-dione, 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: C4H3ClN2O2, blongs to pyrimidines compound. COA of Formula: C4H3ClN2O2

1-Bromo-2-butyne (9.4 mL, 0.11 mol) was added to a mixture of 6-chloropyrimidine-2,4(1H,3H)-dione (14.6 g, 0.1 mol), ethyldiisopropylamine (15 mL, 0.15 mol) and 250 mL of N,N-dimethylformamide. The reaction mixture was stirred overnight at ambient temperature. For work-up, the reaction mixture was diluted with approximately 300 mL of water. The light precipitate formed was suction filtered and washed with water. The filter cake was washed with diethyl ether and dried to give 1-(but-2-yn-1-yl)-6-chloropyrimidine-2,4(1H,3H)-dione (9) as a yellow powder (17 g, yield 85%). 1H NMR (400 MHz, CDCl3) delta 5.91 (s, 1H), 4.75 (d, J = 2.0 Hz, 2H), 1.82 (t, J = 2.0 Hz, 3H). ESI-MS calculated for (C8H8ClN2O2) [M + H]+, 199.03, found 199.0.

The synthetic route of 4270-27-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xie, Hui; Zeng, Lili; Zeng, Shaogao; Lu, Xin; Zhao, Xin; Zhang, Guicheng; Tu, Zhengchao; Xu, Hongjiang; Yang, Ling; Zhang, Xiquan; Wang, Shanchun; Hu, Wenhui; European Journal of Medicinal Chemistry; vol. 68; (2013); p. 312 – 320;,
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. 1193-21-1, name is 4,6-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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. Computed Properties of C4H2Cl2N2

Step 1: 6-chloropyrimidin-4-amine Intermediate 14 4,6-Dichloropyrimidine (7.5 g, 50 mmol) was suspended in ammonium hydroxide (64 mL) in a sealed tube. The tube was sealed and heated at 100 C. in an oil bath overnight. The reaction mixture was cooled to rt. The solid was removed by filtration, washed with water and dried under high vacuum to afford 6-chloropyrimidin-4-amine (5.23 g, 80%) LC-MS (AA) ES+ 130.

With the rapid development of chemical substances, we look forward to future research findings about 1193-21-1.

Reference:
Patent; Millennium Pharmacuticals, Inc.; US2012/15943; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 108831-66-9, Adding some certain compound to certain chemical reactions, such as: 108831-66-9, name is 6-Methyl-3H-thieno[2,3-d]pyrimidin-4-one,molecular formula is C7H6N2OS, 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 108831-66-9.

[00127] To a solution of 6-methylthieno [2,3-d]pyrimidin-4(3H)-one (1.0 g, 6.02 mmol) in acetic acid (20 mL) was added bromine (0.46 mL, 18.05 mmol) drop-wise at room temperature. The reaction mixture was stirred at the same temperature for 16 h. After completion of the reaction, the reaction mixture was concentrated, the residue was diluted with saturated sodium bicarbonate solution and extracted with ethyl acetate (3 x 100 mL). The combined organic layer was dried over anhydrous sodium sulphate, filtered and concentrated to get crude product which was purified by silica gel column chromatography using 8% methanol in dichloromethane to afford the title compound 5-bromo-6-methylthieno [2,3-d]pyrimidin- 4(3H)-one(0.54 g, 36.7% yield) as off white solid. [00128] Calculated (M+H): 244.93; Found (M+H): 245.1.

According to the analysis of related databases, 108831-66-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LUC THERAPEUTICS; ANDERSON, David, R.; VOLKMANN, Robert, A.; MENNITI, Frank, S.; FANGER, Christopher; (59 pag.)WO2017/100599; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 42754-96-1, 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine, 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, 42754-96-1, blongs to pyrimidines compound. Computed Properties of C5H2Cl2N4

This reaction was run five times with 1 g each batch. The amounts shown are a total of each of the five batches.To a solution of 4,6-dichloro-1H-pyrazolo[3,4-d]pyrimidine (compound la) (5 g, 26.5mmol, Chemshuttle) in ACN (100 mL) was added N-bromosuccinimide (5.18 g, 29.1 mmol).The reaction was heated in a microwave at 100 C over 15 minutes. ACN was removed under vacuum. The remaining residue was partitioned between EtOAc (150 mL) and water (300mL H20 + 100 mL NaCI). The aqueous layer was extracted wit EtOAc (150 mL). Organic layers were combined, washed water (100 mL H20 + 20 mL NaCI) X 3, dried over Na2SO4, filteredand evaporated under reduced pressure. The residue was triturated with water (30 mL) x3 and dried in vacuo at 45C to afford a solid 3-bromo-4,6-dichloro-1H-pyrazolo[3,4- d]pyrimidine (compound 1) (6.5 g, 92% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,42754-96-1, its application will become more common.

Reference:
Patent; UNIVERSITY OF DUNDEE; GILBERT, Ian Hugh; THOMAS, Michael George; (37 pag.)WO2016/116752; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 10320-42-0, 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. 10320-42-0, name is 2-Chloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

At room temperature, 2-chloro-5- nitropyrimidine (118 mg, 1 mmol) and benzimidazole (175.5 mg, 1.1 mmol) were dissolved in 15 ml of acetonitrile and the anhydrous potassium (414 mg, 3mmol) was added and reacted at room temperature overnight. The next day, the reaction solution was poured into water and extracted with ethyl acetate (50 * 2). The organic phase was washed twice with saturated NaCl solution, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to give a yellow-black solid, which was used directly in the next step without purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10320-42-0, 2-Chloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Ancureall Pharmaceutical (Shanghai) Co., Ltd.; SI, Jutong; JIANG, Meifeng; (136 pag.)EP3424924; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 131860-97-4, Adding some certain compound to certain chemical reactions, such as: 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate,molecular formula is C15H13ClN2O4, 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 131860-97-4.

Methyl (£)-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 (£)-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; A stirred solution of (E)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (80.0g at 98%w/w, 0.24mols) in DMF (80g) was heated to approximately 500C and then potassium carbonate (51.6g at 98%w/w, 0.37mols) was added. The mixture was heated to 6O0C and a solution of 2-cyanophenol in DMF was added (63.9g at 50%w/w, 0.27mols), followed by quinuclidine hydrochloride (1.85g at 97%w/w, 0.012mols). The reaction mixture was heated to 8O0C (exotherm took the temperature to 910C) and held for 20 minutes when analysis indicated that the reaction was complete. The DMF was distilled off under vacuum to a final temperature of 1000C and then toluene (134.8g) was charged, followed by hot water (259.4g), maintaining the temperature of the mixture above 700C. The mixture was stirred at 800C for 30 minutes, settled and then the aqueous phase separated. The toluene phase (233.Og) contained methyl (E)-2-{2-[6-(2-cyanophenoxy)pyrimidm-4-yloxy]phenyl}-3- methoxyacrylate (41.4%w/w) 98.1 % of theory.; stirred solution of (JS)-2-{2-[6-chloropyrimidiri-4-yloxy]phenyl}-3-methoxyacrylate (80.0g at 98%w/w, 0.24mols) in DMF (80g) was heated to approximately 500C and then potassium carbonate (51.6g at 98%w/w, 0.37mols) was added. The mixture was heated to 600C and quinuclidine hydrochloride (1.85g at 97%w/w, 0.012mols) was charged. The mixture was held at 600C for 10 minutes before adding a solution of 2-cyanophenol in DMF (63.9g at 50%w/w, 0.27mols). The mixture was heated to 80C (exotherm took the temperature to 850C) and held for 90 minutes when analysis indicated that the reaction was complete. The DMF was distilled off under vacuum to a final temperature of 100C and then toluene (134.8g) was charged, followed by hot water (259.4g), maintaining the temperature. of the mixture above 70C. The mixture was stirred at 8O0C for 30 minutes, settled and then the aqueous phase separated. The toluene phase (230.6g) contained methyl (E)-2-{2-[6-(2- cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (35.8%w/w) 84.0% of theory.; A stirred solution of (E)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (80.0g at 98%w/w, 0.24mols) in DMF (80g) was heated to approximately 5O0C and then potassium carbonate (51.6g at 98%w/w, 0.37mols) was added. The mixture was heated to 60C and a solution of 2-cyanophenol in DMF was added (63.9g at 50%w/w, 0.27mols), followed by quinuclidine hydiOchloride (0.37g at 97%w/w, 0.002mols). The reaction mixture was heated to 8O0C (exotherm took the temperature to 890C) and held for 20 minutes when analysis indicated that the reaction was complete. The DMF was distilled off under vacuum to a final temperature of 1000C and then toluene (134.8g) was charged, followed by hot water (259.4g), maintaining the temperature of the mixture above 700C. The mixture was stirred at 800C for 30 minutes, settled and then the aqueous phase separated. The toluene phase (233.Og) contained methyl (E)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3- methoxyacrylate (41.3%w/w) 97.9% of theory.; A stirred solution of (E)-I- {2- [6-chloiOpyrimidin-4-yloxy]phenyl} -3 -methoxyacrylate (80.0g at 98%w/w, 0.24mols) in DMF (80g) was heated to approximately 5O0C and then potassium carbonate (51.6g at 98%w/w, 0.37mols) was added. The mixture was heated to 600C and a solution of 2-cyanophenol (32.8g at 97.5%w/w, 0.27mols) in DMF (32g) was added, followed by quinuclidine hydrochloride (0.07g at 97%w/w, 0.0005mols). The reaction mixture was heated to 8O0C (exotherm took the temperature to 85C) and held for 105 minutes when analysis indicated that the reaction was complete. The DMF was distilled off under vacuum to a final temperature of 1000C and then toluene (134.8g) was charged, followed by hot water (259.4g), maintaining the temperature of the mixture above 700C. The mixture was stirred at 8O0C for 30 minutes, settled and then the aqueous phase separated. The toluene phase (229.8g) contained methyl (E)-2-{2-[6-(2-cyanorhohenoxy)pyrimidin-4- yloxy]phenyl}-3-methoxyacrylate (40.5%w/w) 94.7% of theory.; A stirred DMF solution of (E)-2-{2-[6-chloropyrimidin-4-yloxy]phenyl}-3-methoxyacrylate (193.Og at 47.12%w/w, 0.283mols) was heated to …

According to the analysis of related databases, 131860-97-4, the application of this compound in the production field has become more and more popular.

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