Category: pyrimidines

Related Products of 137281-39-1, 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.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, molecular formula is C15H14N4O3, molecular weight is 298.3, as common compound, the synthetic route is as follows.

General procedure: To a suspension of compound 6 (0.033 mmol) in N,N-dimethylformamide (5 mL), corresponding amine (RNH2) (0.033 mmol) and DIPEA (0.1 mmol) were added at about 10 C under nitrogen atmosphere. To this, diethylphosphorocyanidate(0.04 mmol) was added slowly over a period of 15 min. The resultant solution was stirred for 3 h at about 10 C. The reaction was complete by TLC (TLC system: 10% methanol in chloroform). Reaction was slowly quenched using saturated sodium-bi-carbonate solution and the resulted solid was stirred for 30min. Solid was collected by filtration and the wet cake was washed with saturated sodium-bi-carbonate solution. Upon drying the wet cake for an hour under vacuum, it was further suspended in methanol and stirred for 30 min, filtered, collected and dried to get respective pure compounds.

Statistics shows that 137281-39-1 is playing an increasingly important role. we look forward to future research findings about 4-(2-(2-Amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl)benzoic acid.

Reference:
Article; Balaraman, Selvakumar; Nayak, Nagaraj; Subbiah, Madhuri; Elango, Kuppanagounder P.; Medicinal Chemistry Research; vol. 27; 11-12; (2018); p. 2538 – 2546;,
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. 17321-93-6, name is 2-Amino-5-bromo-4-methylpyrimidine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 2-Amino-5-bromo-4-methylpyrimidine

Intermediate G 4-Methyl-5-(4,4,5,5-tetramethyl-[l,3,2]dioxoborolan-2-yl]-pyrimidin-2-ylamine; Palladium II dichloride (0.189 g, 1.06 mmol) is added to a solution of [1,1- bis(diphenylphosphino)ferrocene] (0.608 g, 1.06 mmol) in degassed dimethylformamide (20 ml) and the mixture is stirred at 50° C for 15 min. After cooling to room temperature 5-bromo-4-methylpyrimidine-2-ylamine (1.0 g, 5.32 mmol), bis-(4,4,5,5-tetramethyl- [l,3]dioxolan-2-yl]-borane (1.65 g, 6.38 mmol) and potassium acetate (1.57 g , 16 mmol) are added. The mixture is heated at 95° C for 16 hours then the solvent is removed under reduced pressure. The crude mixture is suspended in DCM (250 ml) and filtered through a pad of Celite.(R). (filter agent), the filtrate was washed with water (20 ml), dried over MgSO4 and evaporated to dryness. Purification by flash chromatography on silica using cyclohexane/ ethyl acetate (4 : 1) mixture provides the title compound.

The synthetic route of 17321-93-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; WO2009/13348; (2009); A2;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 69034-12-4, 2-Chloro-5-(trifluoromethyl)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, 69034-12-4, blongs to pyrimidines compound. category: pyrimidines

To a solution of ingenol (145 mg, 0.416 mmol) and 2-chloro-5- (trifluoromethyl)pyrimidine (76 mg, 0.416 mmol) in DMF ( 3 ml_) at RT was added triethylamine (0.1 16 ml_, 0.832 mmol). After 39.5 hours, the mixture was purified by C18 using an ISCO instrument [20-60% ACN gradient over 25 min, 30 g ISCO gold column] to give impure product which was further purified by silica gel chromatography [10-75% EtOAc in hexanes, 12 g ISCO column]. The fractions were concentrated and lyophilized from ACN/water to give (1 aR,2S,5R,5aR,6S,8aS,9R,10aR)-5,5a,6-trihydroxy-1 ,1 ,7,9-tetramethyl- 4-(((5-(trifluoromethyl)pyrimidin-2-yl)oxy)methyl)-1 a,2,5,5a,6,9,10,10a-octahydro-1 H-2,8a- methanocyclopenta[a]cyclopropa[e][10]annulen-1 1 -one (10.8 mg, 0.021 mmol, 5% yield). 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 0.65 – 0.76 (m, 1 H), 0.93 – 1 .02 (m, 4 H), 1 .06 (s, 3 H), 1 .13 (s, 3 H), 1 .73 – 1 .83 (m, 1 H), 1 .87 (s, 3 H), 2.22 – 2.39 (m, 2 H), 2.44 (d, J=5.1 Hz, 1 H), 2.97 (d, J=10.8 Hz, 1 H), 3.87 (d, J=10.3 Hz, 1 H), 4.10 (s, 1 H), 4.16 (d, J=1 1 .5 Hz, 1 H), 4.47 (d, J=6.0 Hz, 1 H), 4.91 (d, J=12.3 Hz, 1 H), 5.08 (d, J=12.1 Hz, 1 H), 5.96 (s, 1 H), 6.28 (d, J=4.0 Hz, 1 H), 8.75 (s, 2 H); LCMS(ESI) m/z: 495.3 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69034-12-4, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; TAI, Vincent Wing-Fai; TANG, Jun; (98 pag.)WO2017/130156; (2017); A1;,
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Reference of 330785-81-4, 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.330785-81-4, name is Ethyl 4-((3-chloro-4-methoxybenzyl)amino)-2-(methylthio)pyrimidine-5-carboxylate, molecular formula is C16H18ClN3O3S, molecular weight is 367.85, as common compound, the synthetic route is as follows.

The product VI obtained in the step (1) is added to 450 ml of ethanol, heated and stirred at 50-55 C until the temperature of the material is cooled to 20-30 C, 105 ml of 10% sodium hydroxide solution is added and stirred at 20-30 C for 1.5-2 hours. The mixture was added dropwise with 10% citric acid solution to adjust the pH of the solution to about 4 ~ 5. A large amount of solid was precipitated and the mixture was stirred at 20-30 C for 1-1.5h. The solid was washed with water and dried under vacuum at 50 C for 3h to obtain 14.0g of white solid. Yield 93.3%.

The chemical industry reduces the impact on the environment during synthesis 330785-81-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Guangzhou Langsheng Pharmaceutical Co., Ltd.; Chen Yuhua; Lu Pingping; Mo Enqing; Zuo Lian; Lu Zhijun; Peng Guizi; Yuan Yongling; (14 pag.)CN104059025; (2017); B;,
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. 22536-63-6, name is 2-Chloro-4-methoxypyrimidine, molecular formula is C5H5ClN2O, 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: C5H5ClN2O

(1) Under an argon atmosphere, sodium hydride (100 mg) was added to a solution of 4-iodoaniline (220 mg) and 2-chloro-4-methoxypyrimidine (145 mg) in anhydrous DMF (10 ml), and the resulting mixture was stirred at 125C for 21 hours. The reaction solution was cooled to room temperature and water was added thereto, followed by extracting the resulting mixture with ethyl acetate. Organic layer was washed twice with water and once with saturated brine, and dried over anhydrous sodium sulfate. After removing anhydrous sodium sulfate by filtration, the filtrate was concentrated. The residue was purified by column chromatography (silica gel, eluent: hexane/ethyl acetate =10/1) to obtain N-(4-iodophenyl)-4-methoxypyrimidin-2-amine (46 mg).

With the rapid development of chemical substances, we look forward to future research findings about 22536-63-6.

Reference:
Patent; TORAY INDUSTRIES, INC.; EP1840121; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 5399-92-8, 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. 5399-92-8, name is 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine. A new synthetic method of this compound is introduced below.

To a suspension of 4-Chloro-lH-pyrazolo [3,4-d] pyrimidine (1. lg, 7.1 mmol) in CHC13 (50 mL) was added NBS (1.49 g, 8. 4 mmol. ) The mixture was stirred at room temperature for 5 hours, cooled to OC and the solids were isolated by vacuum filtration, rinsed with cold CHC13, and air dried. The solid was purified by column chromatography on silica (50% EtOAc/hexanes) to give 3-Bromo-4-chloro-lH-pyrazolo [3, 4-d] pyrimidine (1.3, 77%. )

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5399-92-8, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; WO2005/51304; (2005); A2;,
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Pyrimidine – Wikipedia

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 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole

3-(2-Chloropyrimidin-4-yl)-1-methylindole 9 (5 g, 20.5 mmol) was placed in 1,4-dioxane, and compound 10 (3.8 g, 20.5 mmol) was added at room temperature, After p-toluenesulfonic acid monohydrate (4.7 g, 24.6 mmol) was added dropwise, the reaction was stirred at 105 C for 2 hours. After the reaction is completed, the temperature is lowered to room temperature, and the solution is precipitated as a solid, which is suction filtered, and the cake is washed with ethyl acetate and dried. Dry to give a yellow solid 8.0 g, yield 100%.

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

Reference:
Patent; Hangzhou Oulian Pharmaceutical Technology Co., Ltd.; Zhang Xingxian; (22 pag.)CN109928956; (2019); A;,
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Pyrimidine – Wikipedia

Electric Literature of 62968-37-0, 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. 62968-37-0, name is 4-(2-Chloropyrimidin-4-yl)morpholine, molecular formula is C8H10ClN3O, 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.

General procedure: Toa stirred solution of appropriate alcohol (1.0 mmol) and suitablysubstituted heteroaryl halide (1.2 mmol) in dimethyl sulphoxide (5ml) was added and Cs2CO3(652 mg, 2.0 mmol) and mixture was stirred overnight at 80 C.The reaction mixture was cooled to room temperature and diluted withwater (20 ml). The mixture was extracted with ethyl acetate (2 x 50ml) and the combined organic extracts were washed with water (2 x 50ml) and dried (Na2SO4).The solvent was evaporated under reduced pressure and the residuethus obtained was purified by flash silica gel column chromatographyusing 13% methanol in chloroform as eluant to yield the desired heteroarylethers.

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 62968-37-0, 4-(2-Chloropyrimidin-4-yl)morpholine.

Reference:
Article; Das, Sanjib; Shelke, Dnyaneshwar E.; Harde, Rajendra L.; Avhad, Vijayshree B.; Khairatkar-Joshi, Neelima; Gullapalli, Srinivas; Gupta, Praveen K.; Gandhi, Maulik N.; Bhateja, Deepak K.; Bajpai, Malini; Joshi, Ashwini A.; Marathe, Megha Y.; Gudi, Girish S.; Jadhav, Satyawan B.; Mahat, Mahamad Yunnus A.; Thomas, Abraham; Bioorganic and Medicinal Chemistry Letters; vol. 24; 15; (2014); p. 3238 – 3242;,
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. 428854-24-4, name is 2-(1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidine-4,5,6-triamine, the common compound, a new synthetic route is introduced below. Quality Control of 2-(1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidine-4,5,6-triamine

n three flask, pyridine (5mL), was added compound 7 (350mg, 1mmol, 1.0eq), stirred for 20 minutes in an ice bath, was added methyl chloroformate (162mg, 1.5mmol, 1.5eq), continued in an ice bath the mixture was stirred for 1 hour. Warmed to room temperature and stirring was continued for 2 hours. After completion of the reaction, concentrated under reduced pressure, the residue was dissolved in ethanol, and then concentrated under reduced pressure was repeated twice to give a yellow solid (390 mg of), a yield of 95.7%.

The synthetic route of 428854-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Okuura Dayton (Shanghai) Pharmaceutical Co., Ltd; Shanghai Pharmaceutical Group Co., Ltd; Yu, Libing; Guo, Maojun; Yang, Qingang; Ji, Zhangyou; (16 pag.)CN105777743; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1100318-96-4, Adding some certain compound to certain chemical reactions, such as: 1100318-96-4, name is 4-Iodo-7H-pyrrolo[2,3-d]pyrimidine,molecular formula is C6H4IN3, 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 1100318-96-4.

[00349] 4-lodopyrrolo[2,3-d]pyrimidine(2b, 50.3 g, 95.5% purity, 196 mmol) was dissolved/suspended in 0.64 L of anhydrous THF in a three- necked 2 L round bottom flask under nitrogen atmosphere, equipped with a mechanical stirrer and a thermometer. The solution was cooled down to -15 0C in a dry ice-acetone bath and 206 ml_ of a 1.0 M o-tolylmagnesium chloride THF solution (1.05 equiv.) was added slowly, so the internal temperature would not exceed -10 C. During the addition all of the solids dissolved. The cooling bath was removed and 104 ml_ of a 1.95 M isopropylmagnesium chloride THF solution (1.03 equiv.) was added over a period of 3 minutes. During the addition tan solids precipitate; the stirring should be vigorous to avoid clumping. The resulting solution was warmed rapidly to room temperature using warm water bath. To this suspension, 59.9 g of the nitrile sodium salt (19, 0.77 equiv.) in 120 ml_ dry THF was added and the resulting mixture was stirred at 45 C for 16 hours. The mixture was cooled down in an ice bath and 101 mL of 36% aqueous HCI was added dropwise, so the internal temperature would not exceed 30 C, while vigorously stirred. Yellow solids precipitated and the entire thick suspension was mechanically stirred for 30 minutes at 50 0C (yellow solids become orange), cooled down to room temperature and then filtered. The solids were washed with 700 mL of THF, followed by 700 mL of diethyl ether, followed by two 1 L portions of 1 M aqueous HCI. The resulting wet orange solid was taken up in a mixture of 0.9 L ethyl acetate, 0.5 L water and 50 g of sodium bicarbonate and stirred until completely dissolved. The solution was filtered through a pad of CELITE and the layers were separated. The aqueous layer was extracted with 50 mL of ethyl acetate. The combined organic layers were filtered through a pad of 200 g of silica gel, followed by washing silica with additional 0.8 L of ethyl acetate. The solution was concentrated down in vacuo to yield 56.5 g of the product as a yellow solid (contains 2 wt % of ethyl acetate, yield 74 %).

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. 1100318-96-4, 4-Iodo-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2009/9740; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia