Pyrimidines

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. 3740-92-9, name is 4,6-Dichloro-2-phenylpyrimidine. A new synthetic method of this compound is introduced below., 3740-92-9

In a 250-mL three-neck flask, nitrogen was introduced and 0.01 mol of intermediate A20, 150 ml of DMF, 0.012 mol of intermediate B1, and 0.0001 mol of palladium acetate were added.Stir, then add 0.01mol K3PO4 aqueous solution, heated to 150 ¡ãC,The reaction was refluxed for 24 hours. Samples were taken and the reaction was complete.Cool naturally, extract with 200ml dichloromethane, layerThe extract was dried over anhydrous sodium sulfate, filtered, and the filtrate was evaporated.Purification by silica gel column to give intermediate C1, HPLC purity 99.2percentThe yield was 85.1percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3740-92-9, 4,6-Dichloro-2-phenylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Wang Fang; Zhang Zhaochao; Li Chong; Zhang Xiaoqing; (53 pag.)CN107602538; (2018); A;,
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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. 56-09-7, name is 2-Amino-6-hydroxypyrimidin-4(3H)-one, molecular formula is C4H5N3O2, 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. 56-09-7

To an ice-cold stirred solution of POCl3 (9.72g, 63.38 mmol) was added dry DMF dropwise over a period of 5 minutes. The ice-bath was removed, andIntermediate EE (1.0g, 7.87 mmol) was added in small portions under stirring and N2 atmosphere. After the exothermic reaction ceased, the reaction mixture was brought up to 100C and stirred for 1.5 hours. The solution was cooled to room temperature, reduced to half the volume under reduced pressure, poured into ice- ater (15 mL), and warmed to 50C for 2 hours. A pale yellow precipitate then separated out, and the precipitate was filtered, washed with water (~10 mL) and acetone (-10 mL), and then dried. The Intermediate FF (580 mg, 38.4%) was obtained as pale yellow solid. 1H NMR (300 MHz, DMSO-i?) delta 10.05 (s, CHO), 8.49 (s, 2H, D20 exchangeable).

The chemical industry reduces the impact on the environment during synthesis 56-09-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; HERCULES TECHNOLOGY MANAGEMENT CO V, INC.; BLAGG, Julian; WO2011/35009; (2011); A1;,
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113583-35-0, 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. 113583-35-0, name is 2-Methanesulfonyl-4,6-dimethoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

REFERENCE EXAMPLE 5 Preparation of methyl 2-[(4,6-dimethoxypyrimidin-2yl)oxy]-6-propionylbenzoate (Intermediate product No. 17) 0.78 g of 3-hydroxy-2-methoxycarbonylpropiophenone and 0.85 g of 2-methylsulfonyl-4,6-dimethoxypyrimidine were dissolved in 60 ml of DMF (dimethylformamide), and 0.15 g of sodium hydride (60% oil dispersion) was added thereto under cooling with ice. The resultant mixture was stirred at room temperature for 8 hours, and an ice water was added thereto. The resultant reaction liquor was extracted with ethyl acetate, and the extracted product was washed with a saturated salt aqueous solution, and was dried with magnesium sulfate anhydride. After distilling off the solvent, the mixture was purified by column chromatography, and was crystallized with isopropyl ether to obtain 0.92 g of the aimed compound (melting point=120 to 122 C.) at a yield of 71.3%.

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 113583-35-0, 2-Methanesulfonyl-4,6-dimethoxypyrimidine.

Reference:
Patent; Kumiai Chemical Co.; Ihara Chemical Industry Co., Ltd.; US5118339; (1992); A;,
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1193-24-4, 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. 1193-24-4, name is 4,6-Dihydroxypyrimidine, molecular formula is C4H4N2O2, 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.

Add DCM (600ml) and POCl3 (80ml, 862mmol) to the reaction flask, stir evenly, and pass through nitrogenThe mixture was cooled to 5-10 C, and a solution of DMF (66.04 ml, 856 mmol) dissolved in DCM (200 ml) was added dropwise, and the mixture was stirred for 15-20 min, heated to 25-30 C, and stirred for 1-2 hours. 4,6-Dihydroxypyrimidine (80 g, 714 mmol) was added to the reaction mixture, and the reaction was carried out at 25-30 C for 22 hours, filtered, and the filter cake was washed twice with DCM (150 ml), dried, and vacuum at 40-45 C Drying gave 139.4 g of a yellow solid as the desired compound.

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. 1193-24-4, 4,6-Dihydroxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; He Ji Whampoa Pharmaceutical (Shanghai) Co., Ltd.; Liu Bo; Zhang Bin; Yan Huixin; Ge Chongfeng; (16 pag.)CN108178748; (2018); A;,
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932-52-5, 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. 932-52-5, name is 5-Aminopyrimidine-2,4(1H,3H)-dione, molecular formula is C4H5N3O2, 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.

Heterocyclic amides Compound 2 and Compound 4 were prepared by the reaction ofGlycyrrhizin with 5-aminouracyl and 6-amino-2-thio-uracyl the presence of DCC.

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. 932-52-5, 5-Aminopyrimidine-2,4(1H,3H)-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JOHANN WOLFGANG GOETHE UNIVERSITY; WO2004/108122; (2004); A1;,
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Pyrimidine – Wikipedia

5750-76-5, 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 5750-76-5 as follows.

Preparation 2: 2,5-dichloro-4-methoxypyrimidine To a 250 mL round bottom flask equipped with a stir bar was added 1 g 5-chloro- 2,4-dichloro- pyrimidine, and 15mL of diethyl ether. The mixture was cooled to 0C in an ice bath and then 1 equivalent of sodium methoxide in methanol (prepared from reacting 120 mg of sodium with 4 mL of methanol at room temperature) was slowly added. The reaction was stirred over night at room temperature and checked by LCMS. The white precipitate was filtered and the solid washed with cold methanol. After drying, 0.98 g of pure 2,5-dichloro-4-methoxypyrimidine was obtained and this material was used without further purification

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5750-76-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BAKER-GLENN, Charles; CHAMBERS, Mark; CHAN, Bryan K.; ESTRADA, Anthony; SWEENEY, Zachary Kevin; WO2013/79505; (2013); A1;,
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7226-23-5 , The common heterocyclic compound, 7226-23-5, name is 1,3-Dimethyltetrahydropyrimidin-2(1H)-one, molecular formula is C6H12N2O, 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.

EXAMPLE 35 1-[3-Cyclopentyl-2-(4-naphthalen-1-yl-phenyl)-propionyl]-3-methyl Urea A solution of diisopropylamine (17.1 mL, 122.21 mmol) in dry tetrahydrofuran (55 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (18 mL) was cooled to -78 C. under nitrogen and then treated with a 10M solution of n-butyllithium in hexanes (12.2 mL, 122.21 mmol). The yellow reaction mixture was stirred at -78 C. for 30 min and then treated dropwise with a solution of 4-iodophenylacetic acid (15.25 g, 58.19 mmol) in dry tetrahydrofuran (55 mL) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (18 mL). The reaction mixture turned dark in color and was allowed to stir at -78 C. for 45 min, at which time, a solution of iodomethylcyclopentane (13.45 g, 64.02 mmol) in a small amount of dry tetrahydrofuran was added dropwise. The reaction mixture was allowed to warm to 25 C. where it was stirred for 42 h. The reaction mixture was concentrated in vacuo to remove tetrahydrofuran and then quenched with a 10% aqueous hydrochloric acid solution (100 mL). The resulting aqueous layer was extracted with ethyl acetate (3*200 mL). The combined organic extracts were washed with a saturated aqueous sodium chloride solution (1*200 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 70-230 mesh, 3/1 hexanes/ethyl acetate) afforded 3-cyclopentyl-2-(4-iodo-phenyl)-propionic acid (13.97 g, 70%) as a cream solid: mp 121-122 C.; EI-HRMS m/e calcd for C14H17IO2 (M+) 344.0273, found 344.0275.

According to the analysis of related databases, 7226-23-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Corbett, Wendy L.; Haynes, Nancy-Ellen; Sarabu, Ramakanth; US2002/2190; (2002); A1;,
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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. 372118-67-7, name is Pyrimidin-2-ylmethanamine hydrochloride, molecular formula is C5H8ClN3, 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. 372118-67-7

A mixture of methyl amino pyrimidine (250 mg, 1 eq, 1.718 mmol), FMOC-NCS (531 mg, 1.1 eq, 1.9 mmol) and diisopropyl ethyl amine (0.3 ml, 1 eq, 1,718 mmol) was stirred in 1,4-dioxane (10 ml) at 25 C overnight under argon atmosphere. A solid separated out from mixture was filtered and washed with water and ethyl acetate, and dried under high vaccuum. Yield 658 mg, 98%. Solid obtained from the reaction (658 mg, 1 eq, 1.2 mmol) was stirred in piperidine (3 ml) and dichloromethane (15 ml) at 25 C overnight. A solid percipitate was collected by filtration and washed with dichloromethane and water to give a white solid. Yield 289 mg, 98%.LCMS, 169 (MH+).

The chemical industry reduces the impact on the environment during synthesis 372118-67-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BARUCH S. BLUMBERG INSTITUTE; DU, Yanming; LU, Huagang; ROGOWSKY, John; KINNEY, William, A.; CUCONATI, Andrea; (76 pag.)WO2018/13508; (2018); A1;,
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Adding some certain compound to certain chemical reactions, such as: 1780-26-3, name is 2-Methyl-4,6-dichloropyrimidine, 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 1780-26-3. 1780-26-3

20 mmol of 4,6-dichloro-2-methylpyrimidine, 40mmol K3PO4 was dissolved in 100mL N,N-dimethylacetamide, stirring,0.3 mmol of 1-butyl-3-methylimidazolium glycinate and 22 mmol of N-hydroxyethylpiperazine were added in this order, and the mixture was reacted at 80 C for 2 h, and then cooled to room temperature. Add 22 mmol of 2-amino-N-(2-chloro-6-methylphenyl)-5-thiazolecarboxamide, The reaction was continued at 80 C for 3 h. After the reaction was completed, it was cooled to room temperature and poured into ice water. It was extracted with ethyl acetate three times (3¡Á50 mL), and the ethyl acetate phase was combined. The organic layer was washed with anhydrous Na2SO4 to give a crude product. The crude product was added to 100 mL of an 80% aqueous ethanol solution, and 2 g of activated carbon was added thereto with stirring. After refluxing for 30 min, it was filtered while hot, and the filtrate was recrystallized overnight and filtered. The filter cake was washed with ice-cold 80% aqueous ethanol and dried. That is, 8.72 g of a white solid was obtained, the yield was 89.31%, and the purity was 99.94%.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1780-26-3.

Reference:
Patent; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.; Shandong Yuxin Pharmaceutical Co., Ltd.; Li Mingjie; Li Chenglong; Li Cheng; (12 pag.)CN109678853; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
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696-82-2, 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. 696-82-2, name is 2,4,6-Trifluoropyrimidine. A new synthetic method of this compound is introduced below.

Example 1 0.5 mol of fluorine in the form of a 30% by volume mixture with helium was introduced into a suspension of 29.0 g (0.216 mol) of 2,4,6-trifluoropyrimidine, 21 g of sodium fluoride (0.5 mol) and 250 ml of trichlorofluoromethane at a temperature of -78 C. The rate of introduction was 0.15 mol of fluorine per hour. After the introduction was complete, the reaction mixture was filtered and 21.0 g of tetrafluoropyrimidine (=64% of theory) were obtained from the filtrate by distillation.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,696-82-2, 2,4,6-Trifluoropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Bayer Aktiengesellschaft; US5145961; (1992); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia