Day: June 25, 2021

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 126728-20-9, name is 2,4-Dichloropyrido[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. category: pyrimidines

General procedure: A mixture of 5 (5.0 mmol), the respective amine (12 mmol), equimolecular amounts of triethylamine, and ethanol (15 mL) was heated at 70 C for 5 h with stirring. The solvent was removed under vacuum and the residue was dissolved in water (30 mL); the mixture was extracted with chloroform (3 × 25 mL) and the organic extracts were dried over anhydrous sodium sulfate and the solvent was removed in vacuum. For compounds 6t-y the resulting solid was purified by recrystallization as indicated in Table 1. For compounds 6z-ai the residual material isolated after removal of the solvent was washed with 5% HCl (25 mL) and the resulting solid was isolated and purified as indicated in Table 1.

With the rapid development of chemical substances, we look forward to future research findings about 126728-20-9.

Reference:
Article; Font, Maria; Gonzalez, Alvaro; Palop, Juan Antonio; Sanmartin, Carmen; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 3887 – 3899;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 4983-28-2 , The common heterocyclic compound, 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine, molecular formula is C4H3ClN2O, 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.

To a stirred solution of 2-chloropyrimidin-5-ol (1.50 g, 1 1.6 mmol) in dichloromethane (20 mL) was added 4-fluorophenylboronic acid (3.30 g, 23.2 mmol), copper(II) acetate (2.49 g, 13.9 mmol) and triethylamine (8.0 mL, 57 mmol). The mixture was left open to the air and stirred overnight. The suspension was then filtered through a pad of Celite and concentrated. The residue was purified by flash chromatography over silica using a hexane/ethyl acetate eluant to afford 2-chloro-5-(4-fluorophenoxy)pyrimidine as a light yellow solid (0.400 g, 17percent). Exchanging 2-chloro-4-(4-fluorophenyl)pyrimidine for this intermediate, ethyl piperidine-4-carboxylate for ethyl 4-fluoropiperidine-4-carboxylate hydrochloride and Intermediate 5 for Intermediate 1 , the final three steps of Example 41 were used to prepare the title compound. 1H NMR (400 MHz, CD3OD) delta 8.20 (s, 2H), 7.09-6.99 (m, 4H), 4.70-4.66 (m, 2H), 3.33-3.16 (m, 3H), 2.90-2.83 (m, 5H), 2.30-2.01 (m, 3H), 1.92-1.89 (m, 4H), 1.70-1.50 (m, 5H) ppm. 13C NMR (100 MHz, CD3OD) delta 172.4, 172.2, 159.8, 158.5, 157.4, 154.4, 150.0, 143.3, 1 18.2, 1 18.1 , 1 16.1 , 1 15.8, 95.7, 93.8, 60.7, 52.8, 45.6, 45.5, 39.6, 31.5, 31.4, 31.3, 31.2, 29.3, 23.0, 21.8, 21.3 ppm. Purity: > 99percent LCMS (214 nm & 254 nm); retention time 1.39 min; (M+H+) 458.0.

The synthetic route of 4983-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENZYME CORPORATION; BOURQUE, Elyse; CABRERA-SALAZAR, Mario, A.; CELATKA, Cassandra; CHENG, Seng, H.; HIRTH, Bradford; GOOD, Andrew; JANCSICS, Katherine; MARSHALL, John; METZ, Markus; SCHEULE, Ronald, K.; SKERLJ, Renato; XIANG, Yibin; ZHAO, Zhong; LEONARD, John; NATOLI, Thomas; MAKINO, Elina; HUSSON, Herve; BESKROVNAYA, Oxana; WO2014/43068; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 330786-24-8, 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine, 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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

General procedure: To a solution of 8 (1 mmol) and substituted benzyl bromide 9 (1.2 mmol) in N, N-dimethylformamide (5 mL) was added K2CO3 (1.5 mmol) and the reaction mixture was stirred for 5 h at room temperature.The reaction solution was poured into water (50 mL). The suspension was filtered and the crude product was purified by silica gel column chromatography with dichloromethane/methanol (80/1-40/1) to give target compounds 10a – 10n.

The synthetic route of 330786-24-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ran, Fansheng; Liu, Yang; Liu, Meixia; Zhang, Daoguang; Wang, Peng; Dong, Junze; Tang, Wendi; Zhao, Guisen; Bioorganic Chemistry; vol. 89; (2019);,
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. 43212-41-5, name is 2,4-Dichloro-6-methoxypyrimidine, molecular formula is C5H4Cl2N2O, 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. Application In Synthesis of 2,4-Dichloro-6-methoxypyrimidine

Into a 50-mL round-bottom flask, was placed 4-methoxy-3-[3-(pyrrolidin-l- yl)propoxy] aniline (800 mg, 3.20 mmol, 1 equiv), 2,4-dichloro-6-methoxypyrimidine (573 mg, 3.20 mmol, 1 equiv), TsOH (608 mg, 3.20 mmol, 1 equiv), isopropanol (10 mL). The resulting solution was stirred for 3d at 50 C in an oil bath. The resulting mixture was concentrated under vacuum. The residue was purified by flash chromatography with H2O/ACN/NH4HCO3. This resulted in 120 mg (10%) as an oil. Analytical Data: LC-MS: (ES, m/z): RT = 1.113 min, LCMS 28: m/z =393 [M+l].

With the rapid development of chemical substances, we look forward to future research findings about 43212-41-5.

Reference:
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; DUNCAN, Kenneth William; FOLEY, Megan Alene; HARVEY, Darren Martin; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (586 pag.)WO2017/181177; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
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 7504-94-1, name is 2-Hydrazinylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Hydrazinylpyrimidine

(2) Synthesis of compound C: To a suspension of 15.0 g of Compound (B) separately obtained according to the procedure of Section (1) and 90 mL of ethanol was gradually added 17.5 g of ethoxymethylene malononitrile (manufactured by ALDRICH) at room temperature, and the internal temperature was elevated to 60C, followed by reflux for 3.0 hours. Then, the reaction liquid was cooled to room temperature and filtered. Subsequently, the reaction liquid was washed with 40 mL of ethanol, and the resulting crystals were dried at 60C for 3 hours to obtain 21.9 g of Compound (C). (1H-NMR(DMSO-d6), delta value TMS standard: 7.47 to 7.55(1H, t), 7.95 to 7.98(1H, s), 8.03 to 8.13(2H, brs), 8.85 to 8.92(2H, d))

With the rapid development of chemical substances, we look forward to future research findings about 7504-94-1.

Reference:
Patent; FUJIFILM Corporation; EP2264105; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 397308-78-0 ,Some common heterocyclic compound, 397308-78-0, molecular formula is C6H6N2O3S, 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.

To a stirred solution of 9 4-hydroxy-2-(methylthio)pyrimidine-5-carboxylic acid (2.5 g, 13.44 mmol, 1 eq) in 47 DMF (2.5 mL) was added 825 SOCl2 (10 mL) and the resultant mixture was heated at 100 C. for 2 h. After completion, the mixture was cooled to RT was then concentrated in vacuo to give 826 4-chloro-2-(methylthio)pyrimidine-5-carbonyl chloride (2.65 g, 83.59%) as an off-white solid. (0870) LCMS: 224 [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,397308-78-0, its application will become more common.

Reference:
Patent; giraFpharma LLC; Chakravarty, Sarvajit; PHAM, Son Minh; Kankanala, Jayakanth; AGARWAL, Anil Kumar; PUJALA, Brahmam; SONI, Sanjeev; ARYA, Satish K.; PALVE, Deepak; KUMAR, Varun; (360 pag.)US2019/106436; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 51957-32-5, 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. 51957-32-5, name is 4-Chloro-5-methylpyrimidine, molecular formula is C5H5ClN2, 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.

[0485] Procedure: To a stirred solution of compound (2-(piperidin-4-yl)ethyl)sulfamide hydrochloride (0.1 g, 0.41 mmol) in DMF (4 mL) was added 4-chloro-5-methylpyrimidine (0.058 g, 0.45 mmol) and aqueous solution of potassium carbonate (0.113 g, 0.82 mmol) and the resulting mixture was stirred at 90 C for 12 h. The progress of the reaction was monitored by TLC. Then the reaction was quenched with water (20 mL) and extracted with ethyl acetate (2 × 30 mL). The combined organic layers were washed with brine (30 mL), dried over sodium sulphate, filtered and evaporated under reduced pressure. The crude obtained was purified by combiflash purifier using ethyl acetate in n-hexane to afford N-(2-(1-(5-methylpyrimidin-4-yl)piperidin-4-yl)ethyl)sulfamide (0.012 g , 9.83 %).1HNMR (400 MHz, DMSO-d6): delta 8.44 (s, 1H), 8.09 (s, 1H), 6.42 (s, 2H), 6.39 (t, J = 6 Hz, 1 H), 3.93 (d, J = 13.2 Hz, 1H), 2.90 (q, J = 7.2 Hz, 2H), 2.80 (t, J = 12.4 Hz, 2H), 2.15 (s, 3H), 1.70 (d, J = 12.8 Hz, 2H), 1.58-1.63 (m, 1H), 1.41(q, J = 6.8 Hz, 2H), 1.11-1.21-(m, 2H). LC-MS (ES) m/z = 300.1 [M+H]+.

According to the analysis of related databases, 51957-32-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MAVUPHARMA, INC.; GALLATIN, William Michael; ODINGO, Joshua; DIETSCH, Gregory N.; FLORIO, Vincent; VENKATESHAPPA, Chandregowda; DURAISWAMY, Athisayamani Jeyaraj; (273 pag.)WO2019/46778; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 874676-81-0 ,Some common heterocyclic compound, 874676-81-0, molecular formula is C4H2ClIN2, 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.

[00201] Step 1 : 5-Chloro-2-iodopyrimidine (4 g, 16.64 mmol) and tetrakis(triphenylphosphine)palladium(0) (1.92 g, 1.66 mmol) were suspended in THF (83 mL). 3-Ethoxy-3-oxopropylzinc bromide (33.3 mL, 16.64 mmol) was added, and the resultant mixture was stirred at room temperature for 18 hours. The mixture was diluted with saturated ammonium chloride and water (1 : 1) and extracted with EtOAc (3×100 mL). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by column chromatography on silica gel (EtOAc:Hexanes) to give ethyl 3-(5-chloropyrimidin-2-yl)propanoate. MS ESI calcd for C9H12C1N202 [M + H]+ 215, found 215. ‘H NMR (500 MHz, DMSO-d6) delta 8.82 (s, 2H), 4.00 (q, J= 7.1 Hz, 2H), 3.13 (t, J = 6.9 Hz, 2H), 2.78 (t, J= 6.9 Hz, 2H), 1.1 1 (t, J = 7.1 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,874676-81-0, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; HAIDLE, Andrew, M.; ALTMAN, Michael, D.; KATTAR, Solomon, D.; CHRISTOPHER, Matthew; ELLIS, John, Michael; FISCHER, Christian; NORTHRUP, Alan, B.; CHILDERS, Kaleen Konrad; WO2013/192088; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1722-12-9 ,Some common heterocyclic compound, 1722-12-9, molecular formula is C4H3ClN2, 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.

Synthesis of Pyrimidine-2-carbonitrile:To a stirred solution of 2-chloropyrimidine (20.0 g, 174.6 mmol) in DMSO (40 mL) were added DABCO (3.72 g, 33.17 mmol), KCN (12.48 g, 192 mmol) and dropwise addition of ¾0 (15 mL) at RT. The resulting solution was stirred at RT for 48 h. After consumption of starting material by TLC, the reaction mixture was diluted with water and extracted with EtOAc. Combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo to obtain the crude product. The crude material was triturated with Hexane to afford pyrimidine-2-carbonitrile (12 g, 65%) as dark brown solid. 1H- NMR (DMSO-de, 400 MHz): delta 9.04 (s, 2H), 8.92 (d, 1H); LC-MS: 99.41%; 107.6 (M+2); (column; X-bridge C-18, (50×3.0 mm, 3.5mu); RT 1.14 min. 0.1% Aq TFA: ACN; 0.8 ml/min); TLC: 30% EtOAc/Hexane (Rf: 0.2)

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. 1722-12-9, 2-Chloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew; WO2012/40230; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 13877-56-0, 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.13877-56-0, name is 1H-Pyrazolo[4,3-d]pyrimidin-7-amine, molecular formula is C5H5N5, molecular weight is 135.13, as common compound, the synthetic route is as follows.

1H-Pyrazolo[4,3-d]pyrimidin-7-amine (82% pure, 2.85 g, 17.3 mmol) in N,N-dimethylformamide (40 mL) was treated with N-iodosuccinimide (3.8 g, 16.9 mmol). The mixture was heated in an 80 C. oil bath for 1.5 hours then cooled and concentrated under reduced pressure. Ethanol (20 mL) and water (10 mL) was added to the residue then stirred and cooled in an ice bath. The precipitate was collected by filtration and washed with water. The filtrate was concentrated under reduced pressure then water (20 mL) was added and the solid was again collected by filtration and washed with water. The solids thus isolated were combined and dried under high vacuum to give the desired title compound as a brown powder: 1H NMR (DMSO-d6, 400 MHz) delta13.2 (s, 1H), 8.21 (s, 1H), 7.39 (bs, 2H); RP-HPLC (Hypersil HS C18, 5 mum, 100A, 250×4.6 mm; 5%-100% acetonitrile-0.05 M ammonium acetate over 25 min, 1 mL/min) tr 8.58 min; MS:MH+ 262.0, M-H+ 259.9

The chemical industry reduces the impact on the environment during synthesis 13877-56-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hirst, Gavin C.; Arnold, Lee D.; Burchat, Andrew; Wishart, Neil; Calderwood, David; Wada, Carol K.; Michaelides, Michael R.; Ji, Zhiqin; Muckey, Melanie; US2003/225098; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia