Tag: M.W:200-300

Related Products of 85386-14-7, 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.85386-14-7, name is Ethyl 2-phenylpyrimidine-5-carboxylate, molecular formula is C13H12N2O2, molecular weight is 228.25, as common compound, the synthetic route is as follows.

To a solution of ethyl 2-phenylpyrimidine-5-carboxylate (4c) (0.080 g, 0.350 mmol) in ethanol(2 mL) was added hydrazine monohydrate 100% (0.351 g, 7.01 mmol). The reaction mixture was stirred at room temperature for 2 h. Ice was added to the reaction flask and the solid, filtered and washed with cold water. The title compound was obtained as a white amorphous solid in 85% yield.

The chemical industry reduces the impact on the environment during synthesis 85386-14-7, I believe this compound will play a more active role in future production and life.

Reference:
Article; Lopes, Alexandra Basilio; Miguez, Eduardo; Kuemmerle, Arthur Eugen; Rumjanek, Victor Marcos; Fraga, Carlos Alberto Manssour; Barreiro, Eliezer J.; Molecules; vol. 18; 10; (2013); p. 11683 – 11704;,
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. 149765-15-1, name is N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 149765-15-1

In a 50 mL round-bottomed flask charged with (2R,3R,4R,5R)-4-(benzyloxy)-5- ((benzyloxy)methyl)-3-fluorotetrahydrofuran-2-ol(0.31 g, 0.94 mmol), N-(4-chloro-7H- pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide (0.26 g, 1.03 mmol) and Ph3P (0.54 g, 2.07 mmol) was added dry THF (5 mL) to give a colorless solution under N2. This was cooled to 0C and then DIAD (0.4 mL, 2.07 mmol) was added dropwise to give a yellow solution. After 20 min, ice- water bath was removed and after stirring for 22 hours, solvent was removed in vacuo. The crude material was purified by Si02 column chromatography eluting from hexanes/EtOAc = 6/1 to 5/1 to 4/1 to afford N-(7-((2R,3R,4R,5R)-4-(benzyloxy)-5-((benzyloxy)methyl)-3- fluorotetrahydrofuran-2-yl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)pivalamide (0.22 g, 41%) as a white solid. 1H NMR (400 MHz, CDC13) 58.08 (s, 1H), 7.40 – 7.24 (m, 11H), 6.47 (dd, J = 3.8, 0.4 Hz, 1H), 6.26 (dd, J = 19.6, 1.6 Hz, 1H), 5.59 (ddd, J = 53.2, 4.4, 2.0 Hz, 1H), 4.93 (ddd, J = 19.6, 8.0, 4.4 Hz, 1H), 4.83 (d, J= 11.6 Hz, 1H), 4.75 (d, J = 11.6 Hz, 1H), 4.54 (d, J = 11.6 Hz, 1H), 4.49 (d, J= 12.0 Hz, 1H), 4.37 – 4.34 (m, 1H), 3.85 (dd, J= 10.8, 2.4 Hz, 1H), 3.70 (dd, J = 10.8, 4.8 Hz, 1H), 1.33 (d, J= 0.8 Hz, 9H). HRMS C3oH32ClFN404 [M+H+]; calculated: 567.2096, found 567.2180.

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, 149765-15-1, N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide.

Reference:
Patent; EMORY UNIVERSITY; LIOTTA, Dennis, C.; PAINTER, George, R.; BLUEMLING, Gregory, R.; WO2014/124430; (2014); 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. 6312-72-7, name is 2,6-Diamino-5-bromopyrimidin-4(1H)-one. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2,6-Diamino-5-bromopyrimidin-4(1H)-one

(p). diethyl N-(6-[([2,6-diamino-4(3H)-oxopyrimidin-5-yl]thio)methyl]-4,5,6,7-tetrahydrobenzothieno-2-yl)glutamate This material was prepared using the procedure described in example 2(g). From diethyl N-[6-(thiomethyl)-4,5,6,7-tetra-hydrobenzothieno-2-yl]glutamate 8(o) (3.00 g, 7.3 mmol) and 5-bromo-2,6-diamino-4(3H)-pyrimidinone (1.44 g, 7.0 mmol) there was obtained a yellow solid (712 mg, 19%) melting at 122-128. The following analyses indicated that the product was diethyl N-(6-[([2,6-diamino-4(3H)-oxopyrimidin-5-yl]thio)methyl]-4,5,6,7-tetrahydrobenzothieno-2-yl)glutamate. NMR (DMSO-d6) delta=9.92 (1H, s), 8.53 (1H, d, J=7.5 Hz), 7.54 (1H, s), 6.28 (4H, br s), 4.34 (1H, ddd, J=5.3, 7.5, 9.4 Hz), 4.08 (2H, q, J=7.1 Hz), 4.03 (2H, q, J=7.1 Hz), 3.07 (1H, dd, J=4.4, 16.6 Hz), 2.66-2.43 (5H, m), 2.40 (2H, t, J=7.4 Hz), 2.09-1.89 (3H, m), 1.83-1.73 (1H, m), 1.48-1.37 (1H, m), 1.17 (3H, t, J=7.1 Hz), 1.15 (3H, t, J=7.1 Hz)

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, 6312-72-7, 2,6-Diamino-5-bromopyrimidin-4(1H)-one.

Reference:
Patent; Agouron Pharmaceuticals, Inc.; US5726312; (1998); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 53557-69-0, 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 53557-69-0, name is 6-Iodopyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

Description 94; 6-(1 8-Naphthyridin-2-yl) pvrimidin-4-amine; To a mixture of Description 92 (2.52 g, 15. 3 mmol), hexamethylditin (5.0 g, 15.3 mmol), lithium chloride (1.95 g, 45.9 mmol), and copper (I) iodide (291 mg, 1.53 mmol) in anhydrous 1,4-dioxane (50 ml) was added Pd (PPh3) 4 (884 g, 0.77 mmol). The mixture was de-gassed three times, and heated at 100C overnight. The mixture was cooled and diluted with EtOAc (120 ml) and washed with a 10% potassium fluoride solution (200 ml). The organic layer was washed with sat. NaCl (50 ml), dried over Na2SO4, filtered, and evaporated. The residue was taken up in anhydrous 1,4-dioxane (75 ml), and Description 93 (1.55 g, 7 mmol), lithium chloride (1.78 g, 42 mmol), and copper (I) iodide (266 mg, 1.4 mmol) added, followed by Pd (PPh3) 4 (808 mg, 0.7 mmol). The mixture was de-gassed 3 times and heated at 100C for 3 days. The mixture was poured into water (200 ml), and extracted with EtOAc (2 x 100 ml), the combined EtOAc layers were washed with water (150 ml), sat. NaCl (100 ml), dried over Na2SO4, filtered and evaporated. The residue was purified by column chromatography on silica (eluent: 2% MeOH in DCM + 0.5% NH40H) to give the title compound (100 mg, 3%).’H NMR (360 MHz, DMSO-d6) 7.18 (2 H, br s), 7.66-7. 86 (3 H, m), 8.55 (1 H, dd, J 8.1 and 1. 8), 8. 58 (1 H, d, J4. 2), 8.64 (1 H, d, J8. 4), 9.16 (1 H, dd, J4. 2 and 2.1).

According to the analysis of related databases, 53557-69-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2005/47279; (2005); A1;,
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. 54368-61-5, name is Ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate, molecular formula is C7H5Cl2N3O4, 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. Safety of Ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate

4) 15 g of ethyl 2,4-dichloro-5-nitro-6-pyrimidinecarboxylic acid, 10 g of palladium on carbon, 5 g of magnesium oxide,Add 150 ml of THF, hydrogenate for 7 hours, filter, and apply with palladium and carbon recovery.The filtrate was evaporated to dryness to obtain a crude product. Column chromatography5.5 g of ethyl 2-chloro-5-amino-6-pyrimidinecarboxylic acid was obtained, more than 98%,The yield was 48%.

With the rapid development of chemical substances, we look forward to future research findings about 54368-61-5.

Reference:
Patent; Nanjing Puruida Pharmaceutical Technology Co., Ltd.; Wang Xiaobo; (6 pag.)CN110452180; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1211522-68-7, 4,6-Dichloro-3-methyl-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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

4,6-Dichloro-3-methyl-1H-pyrazolo [3,4-d] pyrimidine(70 mg, 0.34 mmol) was added to ethyl acetate (2 mL), and dihydropyran (0.2 mL, 2.3 mmol) and p-toluenesulfonic acid (3 mg) were added. The mixture was stirred at 50 C for 12 hours. Upon completion of the reaction, the reaction mixture was extracted with ethyl acetate and water, and the organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated. The concentrate was subjected to column chromatography to obtain the target compound. (30 mg, 54%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211522-68-7, 4,6-Dichloro-3-methyl-1H-pyrazolo[3,4-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Korea Research Institute of Chemical Technology; Cho Seong-yun; Kim Pil-ho; Lee Jeong-ok; Kim Hyeong-rae; Ha Jae-du; Jeong Hui-jeong; Yoon Chang-su; Park Ji-hun; Hwang Jong-yeon; (76 pag.)KR2018/137057; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1398507-08-8, 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.1398507-08-8, name is 4-((4-Amino-6-chloropyrimidin-2-yl)amino)benzonitrile, molecular formula is C11H8ClN5, molecular weight is 245.67, as common compound, the synthetic route is as follows.

Example 4: Preparation of N-[6-Chloro-2-(4-cyanophenylamino)pyrimidin-4- yl]benzamide (IV)1400 ml of N-methyl pyrrolidine and 140 g of 4-(4-Amino-6-chloropyrimidin-2- ylamino)benzonitrile was charged into a reaction vessel. To this was added 85.49 g of dimethylamino pyridine and 87.2 lg of diazabicyclo undecene and stirred for 30 mins. To the reaction mixture was added 27.36 g of benzoyl chloride and stirred at RT for 30mins and heated to 80- 85 C and maintained the same for 4 hrs. After completion of the reaction, the reaction mass was cooled to RT and was added 1400 ml of water followed by 1400 ml of 50% carbonate solution. Reaction mass was extracted with 1400 ml of dichloromethane and the dichloromethane layer was washed with 700 ml of water. The organic layers were separated and dried over of anhydrous sodium sulfate and filtered; distilled off dichloromethane and the solid was isolated.

Statistics shows that 1398507-08-8 is playing an increasingly important role. we look forward to future research findings about 4-((4-Amino-6-chloropyrimidin-2-yl)amino)benzonitrile.

Reference:
Patent; MYLAN LABORATORIES LTD; GORE, Vinayak; BHARATI, Choudhari; HUBLIKAR, Mahesh; BANSODE, Prakash; SINORE, Sandip; WO2012/147104; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 29509-92-0 ,Some common heterocyclic compound, 29509-92-0, molecular formula is C11H9ClN2, 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.

A mixture of 4-chloro-6-methyl-2-phenylpyrimidine (1 g, 4.89 mmol) and piperidine-4-carboxamide (0.627 g, 4.89 mmol) and trimethylamine (1.02 mL, 7.34 mmol) in anhydrous DMF (25 mL) was heated to reflux for 4 hours, upon completion, the reaction mixture was cooled to room temperature, and then was concentrated to dry, the residue was stirred in a mixed solution of EtOAc (10 mL) and water (20 mL) for about 30 min. and then the solid product was collected by filtration to obtain 1.4 g compound, then it was re-crystallized from EtOH/H20, after dry obtained 900 mg of the title compound as a white solid in 62% yield. MS (MH+) 297.

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. 29509-92-0, 4-Chloro-6-methyl-2-phenylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FIRMENICH INCORPORATED; SERVANT, Guy; CHEN, Qing; FOTSING, Joseph, R.; ZHANG, Lan; PATRON, Andres; WILLIAMS, Mark; BRADY, Thomas; PRIEST, Chad; DARMOHUSODO, Vincent; SIMONE, Kenneth; WONG, Melissa, S.; (204 pag.)WO2020/33669; (2020); A1;,
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. 959236-97-6, name is 4-Bromo-2-(methylthio)pyrimidine, the common compound, a new synthetic route is introduced below. category: pyrimidines

step 1: A suspension of 4-bromo-2-(methylthio)pyrimidine (7.00 g, 34.1 mmol), 2-fluoropyridin- 4-ylboronic acid (5.05 g, 35.8 mmol), Na2C03 (10.9 g, 102 mmol) and Pd(dppf)Cl2 CH2C12 (1.40 g, 1.71 mmol) in dioxane/H20 (100 mL; 1:1) was heated to 85C under an Ar balloon for 2 h. The reaction mixture was cooled to RT and concentrated. The residue was diluted with ethyl acetate (200 mL) and water (100 mL). The layers were separated, and the aqueous layer was extracted with ethyl acetate (IX). The organics were dried, filtered and concentrated. The crude product was purified via column chromatography, eluting with hexanes/ethyl acetate (3: 1) to give 4-(2-fluoropyridin-4-yl)-2-(methylthio)pyrimidine (6.83 g, 90%) as a solid. XH NMR (400 MHz, (CD3)2SO) delta 8.85 (d, J=5.2 Hz, 1H), 8.46 (d, J=5.2 Hz, 1H), 8.11 (m, 1H), 7.96 (d, J=5.2 Hz, 1H), 7.92 (s, 1H), 2.62 (s, 3H); m/z (APCI-pos) M+l = 222.1.

The synthetic route of 959236-97-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BELVIN, Marcia; MOFFAT, John; MERCHANT, Mark; WO2015/32840; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 60703-46-0, 2,4,6-Trichloro-5-methoxypyrimidine, 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, 60703-46-0, blongs to pyrimidines compound. SDS of cas: 60703-46-0

To a solution of 2,4,6-trichloro-5-methoxy-pyrimidine (213 mg, 1.00 mmol) and 1-hydroxy-cyclopropanecarboxylic acid methyl ester (139 mg, 1.20 mmol) in THF (4 mL) was added sodium hydride (48 mg, 1.20 mmol, 60% dispersion in mineral oil) at -78 C. The resulting mixture was allowed to warm to RT and stirred for 2 hours. The reaction mixture was quenched with saturated aqueous ammonium chloride solution and extracted with ethyl acetate. The combined organic extracts were dried (Na2SO4) and concentrated in vacuo affording 1-(2,6-Dichloro-5-methoxy-pyrimidin-4-yloxy)-cyclopropanecarboxylic acid methyl ester as a white solid (300 mg, quantitative). LCMS: RT=3.49 min, [M+H]+=341/343/345.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60703-46-0, its application will become more common.

Reference:
Patent; Genentech, Inc.; Heald, Robert Andrew; McLean, Neville James; US2014/65136; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia