Category: pyrimidines

Electric Literature of 2972-52-3, 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. 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride, 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.

To a solution of 9 g (42.8 mmol) of 2,4-dichloro-5-pyrimidinecarboxylic acid chloride (Manchester Organics Limited) in 60 mL of ether are added 10 mL of water and the reaction mixture is stirred vigorously at 35 C. for 1 hour. After addition of ether and separation of the phases by settling, the organic phase is dried over Na2SO4, filtered and concentrated under vacuum. 7.7 g of a colourless oil that solidifies rapidly in air, and which is used immediately in the following step, are obtained. Yield=93%.

According to the analysis of related databases, 2972-52-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI; US2012/277220; (2012); 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. 56-09-7, name is 2-Amino-6-hydroxypyrimidin-4(3H)-one, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Amino-6-hydroxypyrimidin-4(3H)-one

Intermediate 292-Amino-4,6-dichloropyrimidine-5-carbaldehvdePhosphorus oxychloride (93 mL, 1020.54 mmol) was cooled to 50C using an ice bath. Dry DMF (35 mL) was added slowly with stirring over 30 min to the phosphorus oxychloride. A white precipitate formed during the addition. The reaction mixture was gently warmed (450C) to dissolve the precipitate and produce a clear solution to which was added 2- aminopyrimidine-4,6-diol (24.2 g, 190.40 mmol) in small portions over 1 h, then the mixture was heated at 8O0C. The reaction mixture turned a dark red-brown color. After 12 hours, the reaction mixture was cooled to room temperature and excess POCl^ was removed by rotary evaporation. The oily residue was poured over ice. The mixture became homogeneous and was allowed to stir at room temperature overnight to hydrolyze the Vilsmeier adduct. A yellow solid precipitated from solution and was collected by filtration, washed with water and dried under vacuum. The solid precipitate was recrystallized from hot EtOAc. Isolation gave27.7 grams of the title compound. Reference: Bell, L., et ah, J. Heterocyclic Cheni., 1983,20, 41.LC/MS (ES+)[(M+H)+]: 192, 194 for C5H3ClN3O. 1H NMR (300 MHz, d6-DMSO): 8.51 (s,2H), 10.06 (s, IH).

The synthetic route of 56-09-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/27732; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4316-97-6, Adding some certain compound to certain chemical reactions, such as: 4316-97-6, name is 4,6-Dichloro-5-methylpyrimidine,molecular formula is C5H4Cl2N2, 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 4316-97-6.

Example 971-(2-(6-chloro-5-methylpyrimidin-4-yloxy)benzyl)-3-(3-t-butyl-1-p-tolyl-1 H-pyrazol-5-yl)urea [Show Image] A solution of 4,6-dichloro-5-methylpyrimidine (82 mg) in acetone (1mL) was cooled to 0C, and 1-(2-hydroxybenzyl)-3-(3-t-butyl-1-p-tolyl-1H-pyrazol-5-yl)urea (189 mg) and aqueous 1N sodium hydroxide solution (0.6 mL) were added thereto. This reaction mixture was allowed to warm to room temperature and stirred overnight. Saturated ammonium chloride was added to the reaction mixture, and the resulting mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate, and was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/n-hexane = 1/1) to obtain the desired product (166 mg, yield: 66%). 1H-NMR (CDCl3):delta 8.19 (s, 1H), 7.37-7.02 (m, 8H), 6.14 (s, 1H), 5.95 (s, 1H), 5.11 (t, 1H, J = 5.6 Hz), 4.31 (d, 2H, J = 5.6 Hz), 2.39 (s, 3H), 2.37 (s, 3H), 1.32 (s, 9H) MS (ESI):505 (M+H+)

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. 4316-97-6, 4,6-Dichloro-5-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TORAY INDUSTRIES, INC.; EP1970375; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 13418-77-4, 2-Amino-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, COA of Formula: C5H7N3O, blongs to pyrimidines compound. COA of Formula: C5H7N3O

Step 1: Synthesis of N-{4-[(5-methoxypyrimidin-2-yl)sulfamoyl] phenyl}acetamide 20.1 [00358] To a solution of 5-methoxypyrimidin-2-amine (200 mg, 1.6 mmol) in MeCN (5 ml) was added pyridine (86 mu, 1.07 mmol) and the resulting solution was cooled to 0C. A solution of 4-(acetylamino)benzenesulfonyl chloride (250 mg, 1.07 mmol) in MeCN (10ml) was added drop wise over five minutes, the resulting mixture was stirred under nitrogen at 0C then allowed to warm to rt and stirred for 18h. The solvent was removed in vacuo and the remaining solid was purified by flash column chromatography (DCM/iPrOH 99/1 to 90/10) to afford 190 mg (41%) of N-{4-[(5-methoxypyrimidin-2-yl)sulfamoyl]phenyl}acetamide 20.1 as a white powder.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13418-77-4, 2-Amino-5-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; RAZE THERAPEUTICS, INC.; SAIAH, Eddine; (148 pag.)WO2016/40449; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 10320-42-0, 2-Chloro-5-nitropyrimidine, 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, SDS of cas: 10320-42-0, blongs to pyrimidines compound. SDS of cas: 10320-42-0

A mixture of 1 ,4-diazabicyclo[3.2.2]nonane (0.87 g, 6.90 mmol), 2-chloro-5- nitro-pyrimidine (1.56 g, 6.27 mmol) and dioxane (75 ml) was stirred at room- temperature for 15 h. Aqueous sodium bicarbonate (20 ml, 10percent) was added followed by extraction with ethylacetate (3 x 20 ml). The organic phase was dried and evaporated and a yellow powder was isolated. Yield 0.86 g (55percent). Mp 135-139°C.

The synthetic route of 10320-42-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEUROSEARCH A/S; WO2009/62987; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 105742-66-3, 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 105742-66-3, name is 4,5-Dichloro-2,6-dimethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Compound 5 was synthesized as described.33 Compounds 6 and 7were synthesized in our previous work.34 Compounds 4 (5 mmol), 7(5 mmol) and anhydrous potassium carbonate (5 mmol, 0.69 g) wereadded to a mixed solvent of dimethyl formamide (20 mL) and water(10 mL), and then refluxed for 2-4 h. The progress was monitored byTLC. After the reaction was complete, the reaction solution was pouredinto saturated saline and extracted with ethyl acetate (3×80 mL). Theextract was dried, filtered, and the solvent was removed under reducedpressure to give a crude product. Recrystallization from the mixedsolvent of petroleum ether and ethyl acetate gave pure target compoundsO1-17 (Scheme 2).

According to the analysis of related databases, 105742-66-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yan, Zhongzhong; Liu, Aiping; Ou, Yingcan; Li, Jianming; Yi; Zhang, Ning; Liu, Minhua; Huang, Lu; Ren, Jianwei; Liu, Weidong; Hu, Aixi; Bioorganic and Medicinal Chemistry; vol. 27; 15; (2019); p. 3218 – 3228;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 862730-04-9, 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. 862730-04-9, name is 3-Iodo-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-4-amine, molecular formula is C8H10IN5, 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.

Compound 2-4 is synthesized as shown in Scheme 2. Compound 1-3 is reacted with isopropyl bromide in dimethylformamide with potassium carbonate at 800C, to provide the 1 -isopropyl pyrazolopyrimidine 2-1. This intermediate with the protected indolyl boronic acid species 2-2, using tetrakistriphenylphosphine palladium catalysis in DME-water solvent at 800C for 4-5 hours, to produce the Suzuki coupling product, compound 2-3. Removal of the protecting groups with acid in dioxane yields the product, 2-( 4-amino-lH-pyrazolo[3,4-d]pyrimidin-3-yl iodide (Cpd. 2-4).

According to the analysis of related databases, 862730-04-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INTELLIKINE, INC.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; WILSON, Troy, Edward; MARTIN, Michael; ROMMEL, Christian; WO2010/6086; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 5413-85-4 ,Some common heterocyclic compound, 5413-85-4, molecular formula is C4H3Cl2N3, 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 suspension of 4, 6-dichloropyrimidin-5-amine (12 g, 73 mmol) and N2H4-H2O (20 g, 402 mmol, 5.5 eq. ) in THF (30 mL) was stirred at rt for 50 hours. The mixture was poured into water and filtered. The filter cake was washed with water to give 4-chloro-6-hydrazinylpyrimidin-5-amine (9 g, 79yield) as a white solid. LC-MS: m/z 160.2 (M+H) +.

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. 5413-85-4, 5-Amino-4,6-dichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; TRAVINS, Jeremy, M.; KONTEATIS, Zenon, D.; SUI, Zhihua; YE, Zhixiong; (199 pag.)WO2018/39972; (2018); 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. 13223-25-1, name is 2-Chloro-4,6-dimethoxypyrimidine, molecular formula is C6H7ClN2O2, 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: C6H7ClN2O2

Step 5) 4,6-dimethoxy-2-(piperazin-l-yl)pyrimidine To a mixture of 2-chloro-4,6-dimethoxypyrimidine (1.26 g, 7.2 mmol) in DMF (10 mL) were added potassium carbonate (1.00 g, 7.2 mmol) and anhydrous piperazine (1.24 g, 14.4 mmol). The reaction mixture was heated to 100 C and stirred for 10 hours. Then the reaction mixture was cooled to rt, diluted with water (10 mL) and extracted with EtOAc (20 mL x 3). The combined organic phases were dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (CLLC /MeOH (v/v) = 20/1) to give the title compound as yellow oil (1.05 g, 65.0%). The compound was characterized by the following spectroscopic data: LC-MS (ESI, pos. ion) m/z: 225.1 [M + H]+ and lH NMR (CDC13, 400 MHz) delta (ppm): 5.39 (s, 1H), 3.86 (s, 6H), 3.78 (t, J= 4.9 Hz, 4H), 3.47 (t, J = 5.0 Hz, 4H).

With the rapid development of chemical substances, we look forward to future research findings about 13223-25-1.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; ZHOU, Rongqi; WO2015/14256; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 22536-65-8, name is 2-Chloro-5-methoxypyrimidine. A new synthetic method of this compound is introduced below., Computed Properties of C5H5ClN2O

Prepare 1L four-necked flask with a stirring device and thermometer.Add 100 g of 2-chloro-5-methoxypyrimidine,300 mL of acetic acid was added to the reaction flask,Stir well, then add 153g of 48% hydrobromic acid and 1g of methionine.Warming up to reflux reaction for 5 h,Sampling HPLC controlled until the end of the reaction, product content 96%, dihydroxy by-product 0.5%;After dropping to room temperature, 300 mL of water was added to the reaction solution, and the mixture was extracted three times with 300 mL of dichloromethane.The organic phases were combined and washed with saturated sodium bicarbonate solution.Then, it is dried over anhydrous sodium sulfate, and after filtration, the organic phase is concentrated under reduced pressure to give a crude product;The crude product was recrystallized from the crude product to give a pale yellow solid, 82 g.The yield was 91% and the purity was 98%.

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, 22536-65-8, 2-Chloro-5-methoxypyrimidine.

Reference:
Patent; Haimen Ruiyi Pharmaceutical Technology Co., Ltd.; Xue Song; Zhou Wenjun; (5 pag.)CN110041269; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia