Day: September 13, 2021

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. 1004-39-3, name is 4,6-Diaminopyrimidine-2-thiol, molecular formula is C4H6N4S, 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. Recommanded Product: 1004-39-3

a 2-[[(2,3-Difluorophenyl)methyl]thio]-4,6-pyrimidinediamine 4,6-diamino-2-pyrimidinethiol (7.3 g) was dissolved in DMSO (100 ml) at room temperature under an atmosphere of nitrogen. Potassium tert-butoxide (1 M in THF, 48.3 ml) was added followed by 2,3-difluorobenzyl-bromide (10.0 g). The mixture was stirred for 2 hours at room temperature. The reaction mixture was then partitioned between ethyl acetate and ammonium chloride. The organic phase was washed with ammonium chloride (3*) and brine, then dried over magnesium sulphate and evaporated to give the subtitled product as a white solid (12.2 g) MS: APCI (+ve) 269 (M+1)

With the rapid development of chemical substances, we look forward to future research findings about 1004-39-3.

Reference:
Patent; Bonnert, Roger; Cage, Peter; Hunt, Fraser; Walters, Iain; Willis, Paul; US2003/40523; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1044767-99-8, 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. 1044767-99-8, name is 5-Bromo-4-chloropyrimidin-2-amine. A new synthetic method of this compound is introduced below.

To a mixture of 5-bromo-4-chloropyrimidin-2-amine (1.0 g, 4.80 mmol) and trans-4- aminocyclohexanol (608 mg, 5.28 mmol) in DMA (20 mL) was added ZV-ethyl-ZV- isopropylpropan -2-amine (744 mg, 5.76 mmol) and K2CO3 (1.33 g, 9.60 mmol). The reaction mixture was stirred at 160 C for 4 h and then concentrated under reduced pressure. The residue was purified by column chromatography with pre-packed silica gel disposable column to provide the desired product /ra//.s-4-((2-amino-5-bromopyrimidin-4- yl)amino)cyclohexanol (1.0 g, 73%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1044767-99-8, 5-Bromo-4-chloropyrimidin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; WANG, Xiaodong; ZHAO, Jichen; FRYE, Stephen; (146 pag.)WO2019/222538; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 57489-77-7, 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. 57489-77-7, name is 5,7-Dichloropyrazolo[1,5-a]pyrimidine. A new synthetic method of this compound is introduced below.

To A solution of 5, 7-DICHLOROPYRAZOLO [1, 5-A] PYRIMIDINE (IV) (2 g) in 2-propanol (25 ml) containing N, N-DIISOPROPYLETHYLAMINE (2 equivalents) was added the amine RNHZ (1.2 equivalents). The reaction was heated overnight at 80 oC and the solvent removed in VACUO. The residue was partitioned between water and dichloromethane and the ORGANIC PHASE WAS WASHED WITH WATER, BRINE AND DRIED OVER MGS04. REMOVAL of the solvent in VACUA yielded the product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,57489-77-7, 5,7-Dichloropyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; TEIJIN PHARMA LIMITED; WO2004/81013; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 137281-39-1, 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 137281-39-1, name is 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid. This compound has unique chemical properties. The synthetic route is as follows.

4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid (64.6 g 0.19 mol)Add 1L four-necked bottle, add 650ml DMF and stir to dissolve.The temperature was raised to 50 C, 0.38 mol of N, carbonyl diimidazole was added, and the reaction was kept at 60 C for 2 hours, and L-glutamic acid diethyl ester (0.38 mol) was added thereto, and the mixture was heated to 80 C for 3 hours, and evaporated to dryness under reduced pressure.After adding 800 ml of dichloromethane to dissolve, pour into a mixed solution of 1600 ml of pure water and 160 ml of triethylamine, and stir to separate the liquid.The organic phase was separated, washed twice with pure water 1600 ml×2, dried and evaporated to dryness, and stirred and dissolved by adding 500 ml of absolute ethanol.72 g of p-toluenesulfonic acid monohydrate and 200 ml of absolute ethanol solution were added dropwise under reflux, and the reaction was refluxed for 1 hour.The crystal was cooled, filtered, and dried to obtain 87.2 g of a crude product (molar yield 70.1%, purity 92.3%, impurity VI content 6.52%). 87.2 g of the above crude product was added to a three-neck reaction flask, and 350 ml of N,N-dimethylformamide was added.Heat to 40-45 C to stir and dissolve. After total dissolution, add 700 ml of absolute ethanol.The solid was gradually precipitated, and the temperature was lowered to room temperature, and the mixture was stirred and crystallized for 1-2 h, and filtered to give a solid, 69.8 g, yield: 80.0%.The above purification operation was repeated once to obtain 55.4 g of a solid (purity: 98.2%, impurity VI content: 0.07%).

According to the analysis of related databases, 137281-39-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Lunan Pharmaceutical Group Co., Ltd.; Xia Mingjun; Zang Chao; (11 pag.)CN110305137; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 146533-41-7, 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 146533-41-7, name is 5-(4-Bromophenyl)-4,6-dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 1 (100 g, 0.33 mol), K2CO3 (221 g, 1.6 mol), and acetonitrile (1.3 L) washeated to 50C and stirred for 20 min. The solution of 2 (43 g, 0.31 mol) in acetonitrile(200 mL) was added dropwise and maintained at 50C for 10 h. The reaction solvent wasreplaced with toluene (2 L) using a Dean-Stark apparatus. The precipitated solid was filteredand suspended in water (2 L). The pH was adjusted to 7 by using 6 N hydrochloricacid and stirred for 20 min. The resulting precipitate was filtered and dried in the oven at55C for 5 h. The crude product was recrystallized from ethyl acetate to acquire 106 g(85%) of 3 as a white solid, mp 236C-238C. IR (KBr): 3272, 2966, 1593, 1566, 1438.1H NMR (500 MHz, DMSO-d6): d 0.73-0.76 (t, JD6.9, Me); 1.30-1.36 (m, CH2), 2.52-2.56 (m, CH2), 5.68-5.71 (t, JD6.6, NH), 7.12-7.14 (d, 2 H, ArH), 7.50-7.51 (d, 2 H,ArH), 8.04 (s, 1 H, ArH). 13C NMR (125 MHz, DMSO): d 12.41, 21.63, 45.75, 120.26,120.93, 131.50, 133.38, 136.21, 155.26, 156.73, 164.76.

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 146533-41-7, 5-(4-Bromophenyl)-4,6-dichloropyrimidine.

Reference:
Article; Nami, Majid; Sovari, Sara Nasiri; Haghighatnia, Yaghoub; Dabiri, Minoo; Salehi, Peyman; Organic Preparations and Procedures International; vol. 49; 3; (2017); p. 258 – 264;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 6299-25-8, 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. 6299-25-8, name is 4,6-Dichloro-2-(methylthio)pyrimidine, molecular formula is C5H4Cl2N2S, 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 1 4,6-Dichloro-2-methanesulfonyl-pyrimidine A solution of 4,6-dichloro-2-(methylthio)pyrimidine (48.3 g, 247 mmol) in dichloromethane (1 L) was cooled on an ice bath. 3-Chloroperoxybenzoic acid (152 g, 619 mmol) was added portion-wise keeping the temperature below 10 C. The solution was allowed to warm to room-temperature and stirred over-night. The mixture was diluted with dichloromethane (2 L) and treated with an aqueous solution of sodium thiosulphate and sodium hydrogen carbonate (600 mL). The resulting mixture was stirred over-night. The phases were separated and the organic layer was washed with sodium hydrogencarbonate (500 mL) and brine (1 L), dried over sodium sulphate, filtrated and concentrated in vacuo. The resulting yellow solid was stirred with ether and 4,6-dichloro-2-methanesulfonyl-pyrimidine (32.6 g, 58%) was collected by filtration as a white solid.

According to the analysis of related databases, 6299-25-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEUROSEARCH A/S; US2011/230484; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 2927-71-1, 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 2927-71-1 as follows.

[0666] Synthesis of 4-(2-chloro-5-fluoropyrimidin-4-yl) morpholine: [0667] To a stirred solution of morpholine (260 mg, 2.99 mmol) in EtOH (10 mL) under argon atmosphere were added DIPEA (1.15 g, 8.98 mmol) and 2, 4-dichloro-5- fluoropyrimidine (500 mg, 2.99 mmol) at RT; heated to reflux and stirred for 1 h. The reaction was monitored by TLC; after completion of the reaction, the volatiles were removed in vacuo. The residue was diluted with water (20 mL) and extracted with EtOAc (2 x 30 mL). The combined organic extracts were dried over sodium sulphate, filtered and concentrated in vacuo to obtain the crude. The crude was purified through silica gel column chromatography using 15% EtOAc/ Hexanes to afford 4-(2-chloro- 5-fluoropyrimidin-4-yl) morpholine (550 mg, 85%>) as an off-white solid. [0668] 1H-NMR (CDCI3, 500 MHz): delta 7.96 (d, 1H), 3.82-3.76 (m, 8H); LC-MS: 99.56%; 218.1 (M++l); (column: X-Bridge C-18, 50 3.0 mm, 3.5 muiotaeta); RT 2.88 min. 0.05% TFA: ACN; 0.8 mL/min); TLC: 20% EtOAc/ Hexanes (R/. 0.3).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2927-71-1, its application will become more common.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew, J.; BURSAVICH, Matthew, Gregory; WO2013/142269; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.21236-97-5, name is 6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione, molecular formula is C5H7N3O2, molecular weight is 141.128, as common compound, the synthetic route is as follows.SDS of cas: 21236-97-5

General procedure: Dinitrile 3a (1 mmol, 0.232 g), PhCHO (1 mmol, 0.106 g), and uracil 5a (1 mmol, 0.155 g) were added to a round-bottomed flask containing EtOH (5 mL). Et3N (0.05 mmol) was added, and the mixture was refluxed for 5 h. The product that formed was collected by filtration and recrystallized from EtOH as a white solid; yield: 0.380 g (80%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,21236-97-5, 6-Amino-3-methylpyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Article; Naidu, P. Seetham; Kolita, Sinki; Majumder, Swarup; Bhuyan, Pulak J.; Synthesis; vol. 47; 5; (2015); p. 701 – 711;,
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. 16097-63-5, name is 4-Chloro-2-(methylsulfanyl)-6-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H4ClF3N2S

Step 3: 274-02 (38 mg, 0.16 mmol) , 49-01 (30 mg, 0.13 mmol) and K2CO3 (28 mg, 0.2 mmol) was mixed together in dry DMF (2 mL) in a microwave tube, the reaction was microwaved at 90 for 2 hrs. cooled to r. t. water was added, and the organic layer was extracted with ethyl acetate for three times, the organic layer was combined, dried and further purified by flash column chromatography (EA/PE 1/8) to give 54 mg of 274-03 as a colorless oil, yield: 96. Mass (m/z) : 430.15, [M+H] +.

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, 16097-63-5, 4-Chloro-2-(methylsulfanyl)-6-(trifluoromethyl)pyrimidine.

Reference:
Patent; NATIONAL INSTITUTE OF BIOLOGICAL SCIENCES, BEIJING; ZHANG, Zhiyuan; WANG, Xiaodong; HUANG, Shaoqiang; JIANG, Xian; LI, Li; ZHANG, Zhaolan; HAN, Jianguang; (189 pag.)WO2018/14802; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia