Tag: M.W:100-200

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.2565-47-1, name is 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione, molecular formula is C5H6N2O3, molecular weight is 142.1127, as common compound, the synthetic route is as follows.Recommanded Product: 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione

General procedure: 4.4.4. Method D (Na2CO3/DMF)Preparation of N-{[(4-hydroxy-3-nitrophenyl)carbamoyl]amino}-2,4,6-trioxo-1,3-diazinane-5-carboxamide (109). A mixtureof sodium bicarbonate (130 mg; 1.2 mmol), N,N-dimethylformamide(3 ml) and barbituric acid (256 mg 2.2 mmol) wassonicated for 1 h at 60 C. Into this solution the desired phenyl carbamate109bCF (603 mg; 2.2 mmol) was added. The reaction mixturewas sonicated at 100 C for 2 h followed by heating at 130 Cfor 2 additional hours. The reaction mixture was mixed with 5%hydrochloric acid (30 ml) and left to stir at room temperature for1 h. The formed precipitate was isolated via vacuum filtration,washed with water (3 30 ml), refluxed in ethanol (15 ml) for15 min, and then filtered to give the pure product (89%). 1H NMR(DMSO-d6, Agilent 400 MHz) d 11.15 (3H, br s), 10.59 (1H, s),9.42 (1H, br s), 9.30 (1H, s), 7.87 (1H, d, J = 8 Hz), 7.36 (1H, d,J = 4 Hz), and 7.08 (1H, d of d, J1 = 8 Hz, J2 = 4H) ppm. EMS (CH3-OH) m/z 365 (M1); M2 (366) m/z 366, 185 and 186.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2565-47-1, 1-Methylpyrimidine-2,4,6(1H,3H,5H)-trione, and friends who are interested can also refer to it.

Reference:
Article; Hron, Rebecca J.; Jursic, Branko S.; Neumann, Donna M.; Bioorganic and Medicinal Chemistry; vol. 24; 23; (2016); p. 6183 – 6193;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 823-89-2, 5-Bromo-2-hydrazinopyrimidine, 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, HPLC of Formula: C4H5BrN4, blongs to pyrimidines compound. HPLC of Formula: C4H5BrN4

General procedure: Substituted chalcones (3) (0.001 mol), 5-bromo-2-hydrazinylpyrimidine (2) (0.001 mol) and 5 drops of glacial acetic acid was ground together in a mortar using a pestle for uniform mixing. This was taken in a 50 mL beaker and subjected to microwave irradiation (90 W). The completion of the reaction was confirmed by TLC. The product obtained was poured to crushed ice, filtered, dried and recrystallized from suitable solvent mixture to give pyrazolines 4a-l.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,823-89-2, 5-Bromo-2-hydrazinopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Adhikari, Adithya; Kalluraya, Balakrishna; Sujith, Kizhakke Veedu; Gouthamchandra, Kuluvar; Jairam, Ravikumar; Mahmood, Riaz; Sankolli, Ravish; European Journal of Medicinal Chemistry; vol. 55; (2012); p. 467 – 474;,
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Pyrimidine – Wikipedia

Related Products of 30129-53-4, Adding some certain compound to certain chemical reactions, such as: 30129-53-4, name is 4-Chloro-6-methyl-1H-pyrazolo[3,4-d]pyrimidine,molecular formula is C6H5ClN4, 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 30129-53-4.

The above (Example 1) (150 mg) was dissolved in acetonitrile (3.0 mL), N-bromosuccinimide (174 mg) was added thereto,And heated at 90 C. for 3 hours.The reaction solution was cooled to room temperature and concentrated under reduced pressure.The residue was diluted with ethyl acetate and the organic layer was washed successively with water and saturated brine, dried over sodium sulfate and concentrated.The obtained crude product was purified by silica gel column chromatography(Mobile phase; n-hexane: ethyl acetate = 100: 0-70: 30) to give the title compound (115 mg) as an off-white solid.

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. 30129-53-4, 4-Chloro-6-methyl-1H-pyrazolo[3,4-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Mochida Pharmaceutical Co., Ltd.; Nagasue, Hisashi; (86 pag.)JP2017/75116; (2017); A;,
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Pyrimidine – Wikipedia

Synthetic Route of 767-15-7, 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. 767-15-7, name is 2-Amino-4,6-dimethylpyrimidine. A new synthetic method of this compound is introduced below.

A solution of 4,6-dimethylpyrimidin-2-amine (200 mg, 1.62 mmol) in THF (5 mL) was cooled to 0 ¡ãC and treated with NaH (130 mg, 3.24 mmol) under nitrogen atmosphere. The reaction mixture was stirred for 15 min and treated with phenyl chloroformate (380 mg, 2.43 mmol) at 0 ¡ãC under nitrogen atmosphere. The reaction mixture was warmed to RT and stirred for 12 h. Upon completion the reaction mixture was diluted with EtOAc, filtered through celite and concentrated in vacuo. The crude product was purified by column chromatography on silica gel (60-120 mesh) using 40percent EtOAc-hexanes eluant to give phenyl (4,6-dimethylpyrimidin-2-yl)carbamate (200 mg, 51 percent) as a white solid.1H NMR (300 MHz, CDCI3): delta = 7.91 (s, 1 H), 7.40-7.35 (m, 2H), 7.24-7.19 (m, 3H), 6.78(s, 1 H), 2.41 (s, 6H). LCMS (m/z): 244.20 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,767-15-7, its application will become more common.

Reference:
Patent; THE UNIVERSITY OF QUEENSLAND; THE PROVOST, FELLOWS, FOUNDATION SCHOLARS, AND THE OTHER MEMBERS OF BOARD, OF THE COLLEGE OF THE HOLY AND UNDIVIDED TRINITY OF QUEEN ELIZABETH NEAR DUBLIN; O’NEILL, Luke; COLL, Rebecca; COOPER, Matt; ROBERTSON, Avril; SCHRODER, Kate; (379 pag.)WO2016/131098; (2016); A1;,
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Pyrimidine – Wikipedia

Application of 5604-46-6, 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 5604-46-6 as follows.

Step 1: 4-chloro-1H-pyrazolo[3,4-d]pyrimidin-6-ylamine To a mixture of 2-amino-4,6-dichloro-pyrimidine-5-carbaldehyde (1.0 g, 5.2 mmol) and Et3N (0.63 g, 6.2 mmol) in THF (20 mL) and H2O (2 mL) was added hydrazine H2NNH2 (10 g, 0.2 mol). Then the mixture was stirred at room temperature for 1.5 hrs. Then the mixture was concentrated in vacuo. The residue was added H2O and filtered to give 4-chloro-1H-pyrazolo[3,4-d]-pyrimidin-6-ylamine (0.8 g, yield 91%) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5604-46-6, its application will become more common.

Reference:
Patent; Heald, Robert; Price, Stephen; Safina, Brian; Savy, Pascal Pierre Alexandre; Seward, Eileen Mary; Sutherlin, Daniel P.; Waszkowycz, Bohdan; US2012/202785; (2012); 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. 943757-74-2, name is 2-(4-Methylpiperazin-1-yl)pyrimidin-5-amine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-(4-Methylpiperazin-1-yl)pyrimidin-5-amine

Preparation Example 4 A mixture of 3-chloro-6-ethyl-5-(3-nitrophenoxy)pyrazine-2-carboxamide (300 mg), 2-(4-methylpiperazin-1-yl)pyrimidine-5-amine (198 mg), and diisopropylethylamine (318 muL) in N-methylpyrrolidone (1.5 mL) was heated at 120 C. for 18 hours. The reaction mixture was cooled, and then diluted with ethyl acetate, and the organic phase was washed with water and saturated brine. After drying over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent; chloroform:methanol:28% aqueous anunonia=1:0:0-95:4.5:0.5) to obtain 6-ethyl-3-{[2-(4-methylpiperazin-1-yl)pyrimidin-5-yl]amino}-5-(3-nitrophenoxy)pyrazine-2-carboxamide (234 mg) as a yellow solid.

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, 943757-74-2, 2-(4-Methylpiperazin-1-yl)pyrimidin-5-amine.

Reference:
Patent; ASTELLAS PHARMA INC.; Matsuya, Takahiro; Kondoh, Yutaka; Shimada, Itsuro; Kikuchi, Shigetoshi; Iida, Maiko; Onda, Kenichi; Fukudome, Hiroki; Takemoto, Yukihiro; Shindou, Nobuaki; Sakagami, Hideki; Hamaguchi, Hisao; US2014/323463; (2014); A1;,
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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.34289-60-6, name is 4,6-Dimethylpyrimidin-2-ol hydrochloride, molecular formula is C6H9ClN2O, molecular weight is 160.6015, as common compound, the synthetic route is as follows.COA of Formula: C6H9ClN2O

Add 0.160 g (1 mmol) of 2-hydroxy-4,6-dimethylpyrimidine hydrochloride to a 100 mL eggplant-shaped bottle,0.408 g (3 mmol) of 4-methoxybenzaldehyde and 0.1 mL (1.2 mmol) of concentrated hydrochloric acid,Add absolute ethanol (40 mL) to dissolve the reaction.Heat to reflux at 80 C for 24h.After the reaction is completed, the solvent is distilled off under reduced pressure.Add a saturated aqueous sodium bicarbonate solution and stir well to precipitate a solid.The crude product was washed three times with water and dried, and then separated and purified by column chromatography (methanol: dichloromethane = 1:10).0.252 g of 2-hydroxy-4,6-bis (4-methoxystyryl) pyrimidine is obtained,The yield was 70%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,34289-60-6, 4,6-Dimethylpyrimidin-2-ol hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Ocean University of China; Jiang Tao; Zhang Lijuan; Tong Sheng; Zhang Meng; (30 pag.)CN105198820; (2019); B;,
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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. 5399-92-8, name is 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine, molecular formula is C5H3ClN4, 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. Quality Control of 4-Chloro-1H-pyrazolo[3,4-d]pyrimidine

To a stirred solution of 4-chloro-1H-pyrazolo[3,4-d]pyrimidine (0.2 g, 1.29 mmol) in anh THF (10 mL), 2-(piperidin-1-yl)ethanol (0.258 mL, 1.94 mmol) and triphenylphosphine (0.51 g ,1.94 mmol) were sequentially added. The reaction mixture was cooled to 0 C and diisopropylazodicarboxylate (0.38 mL ,1.94mmol) was added dropwise. The mixture was stirred for 30 min. at 0 C and kept overnight at 4 C. The solvent was removed at reduced pressure and the residue was dissolved in DCM and washed with diluted HCl 1N. The aqueous phase was separated, basified and extracted with DCM. The organic phase was separated, dried and the solvent was removed under reduced pressure to give a residue that was purified by flash chromatography eluting with (EtOAc/Petroleum ether, 8:2) to yield 4-chloro-1-(2-(piperidin-1-yl)ethyl)-1H-pyrazolo[3,4-d]pyrimidine (146 mg, 55 mmol, 42 %) as an oil that solidifies “on standing”.

With the rapid development of chemical substances, we look forward to future research findings about 5399-92-8.

Reference:
Patent; LABORATORIOS DEL DR. ESTEVE, S.A.; Diaz-Fernandez, Jose-Luis; Almansa, Carme; Corbera Arjona, Jordi; EP2733143; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1074-41-5 ,Some common heterocyclic compound, 1074-41-5, molecular formula is C5H7N3OS, 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.

General procedure: A mixture of 6-amino-2-(alkylthio)pyrimidin-4(3H)-one 5 (1 mmol),1,3-diethyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione 6 (1 mmol),arylaldehyde (1 mmol) and [gamma-Fe2O3HAp-SO3H] (0.05 g) in EtOH (10 mL) was heated under reflux. The progress of the reaction was monitored by TLC (EtOAc/petroleum: 2/1). After completion ofthe reaction, the catalyst was separated from the reaction mixture by external magnet and reused in the next run. The reaction mixture was cooled, and the solid obtained was recrystallised from EtOH/H2O to give the desired pure product.

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. 1074-41-5, 6-Amino-2-(methylthio)pyrimidin-4-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mamaghani, Manouchehr; Taati, Zahra; Rasoulian, Mona; Yousefizad, Javad; Toraji, Nooshin; Mohsenimehr, Mona; Nia, Roghayeh Hossein; Journal of Chemical Research; vol. 40; 1; (2016); p. 29 – 34;,
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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. 23945-44-0, name is 2,4-Dihydroxypyrimidine-5-carboxylic acid. A new synthetic method of this compound is introduced below., Product Details of 23945-44-0

The starting material Compound G was introduced in the reactor with POC13 and about 3 equivalents of PC15. In this case POC13 acted as solvent due to the very low solubility of Compound G in many organic solvents. The reaction temperature was increased from 80 C to 105 C in 3 hrs and then left at 105 C for additional 1-2 hrs. When the reaction completed, POC13 was distilled. Toluene was added to the residue and distilled in order to reduce the amount of POC13. Crude Compound F-i was distilled at around 7-8 mbar, with ajacketed temperature of about 130-13 5 C. Average yield 72% and average purity 94.9 % by GC-FID.

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, 23945-44-0, 2,4-Dihydroxypyrimidine-5-carboxylic acid.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; PANDEY, Anjali; SRAN, Arvinder; CHEN, Ying; POGGIALI, Daniele; FUMAGALLI, Tiziano; (52 pag.)WO2019/213545; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia