Pyrimidines

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.53112-28-0, name is 4,6-Dimethyl-N-phenyl-2-pyrimidinamine, molecular formula is C12H13N3, molecular weight is 199.2517, as common compound, the synthetic route is as follows.Safety of 4,6-Dimethyl-N-phenyl-2-pyrimidinamine

EXAMPLE 5 Methylsulphonyl isocyanate (3.15 g) was added dropwise to a solution of 2-anilino-4,6-dimethylpyrimidine (3.98 g) in toluene (40 ml). The mixture was then stirred for 2 hours at room temperature. The solid was separated and dried in vacuo, to give 1-(4,6-dimethylpyrimidine-2-yl)-3-methylsulphonyl-1-phenylurea, m.p. 186-192. (Compound 5).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53112-28-0, 4,6-Dimethyl-N-phenyl-2-pyrimidinamine, and friends who are interested can also refer to it.

Reference:
Patent; Schering Agrochemicals Ltd.; US4783459; (1988); A;,
Pyrimidine | C4H4N2 – PubChem,
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.3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, molecular weight is 183.42, as common compound, the synthetic route is as follows.Product Details of 3764-01-0

To an ice-cold solution containing 2, 4, 6-trichloropyrimidine (8 g, 44 mmol) in methanol (80 mL) and NAHC03 (10 g) add slowly and dropwise a methanolic solution (20 mL) of morpholine (4 mL, 46 mmol). Allow the mixture to warm to 25C and stir overnight. Dilute with water, vigorously stir for 1 hour, and filter to give a white crystalline solid as a mixture of regioisomers. Carefully recrystallize from toluene to give 6-morpholino-2, 4- dichloropyrimidine. Concentrate the mother liquor and carefully recrystallize from EtOH to give 4, 6-dichloro-2-morpholinopyrimidine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3764-01-0, 2,4,6-Trichloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; NEUROGEN CORPORATION; WO2005/7646; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 90213-66-4, 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. 90213-66-4, name is 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H3Cl2N3, 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 2,4-dichloro-7Hpyrrolo[2,3-d]pyrimidine (4.5 g, 23.93 mmol) in DMF (140 mL) was added NaH (0.957g, 23.93 mmol). After stirring for 5 min at room temperature, 4-methylbenzene-1-sulfonyl chloride (4.56 g, 23.93 mmol) was added and the reaction mixture was stirred at room temperature for 1 hour. The mixture was diluted with water (450 mL) and filtered. The solid was washed with water (90 mL) and dried to give the title compound 1a (7 g,84 % yield) as a white solid. LCMS: 342 [M+H]+.

According to the analysis of related databases, 90213-66-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ding, Xiao; Stasi, Luigi Piero; Ho, Ming-Hsun; Zhao, Baowei; Wang, Hailong; Long, Kai; Xu, Qiongfeng; Sang, Yingxia; Sun, Changhui; Hu, Huan; Yu, Haihua; Wan, Zehong; Wang, Lizhen; Edge, Colin; Liu, Qian; Li, Yi; Dong, Kelly; Guan, Xiaoming; Tattersall, F. David; Reith, Alastair D.; Ren, Feng; Bioorganic and Medicinal Chemistry Letters; vol. 28; 9; (2018); p. 1615 – 1620;,
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Reference of 923282-64-8, 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. 923282-64-8, name is 7-Chloro-1H-pyrazolo[4,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

Compound 66: 37 (0.67 g, 2.0 mmol) was added to a solution containing 28 (0.67 g, 2.0 mmol) and Hunig’s base (1.4 mL, 8.0 mmol) in DMF (15 mL). The reaction mixture was heated to 100 C. for 1 hour. The reaction was cooled to room temperature. The reaction mixture was diluted with H2O. Extracted the aqueous layer with EtOAc. Combined the organics, dried with MgSO4, filtered, and concentrated. The crude residue was purified by column chromatography on silica gel using 10% MeOH in DCM to afford 66 (0.45 g, 54%), ES (+) MS m/e=416 (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,923282-64-8, its application will become more common.

Reference:
Patent; Sunesis Pharmaceuticals, Inc.; US2007/27166; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4595-59-9, 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. 4595-59-9, name is 5-Bromopyrimidine. A new synthetic method of this compound is introduced below.

To a solution of 5-bromopyrimidine (3 g, 18.87 mmol) in Et20 (120 mL) and THF (20ml) was added cyclopropylmagnesium bromide (39.6 mL, 19.81 mmol) at 0C. The resulting white suspension was stirred at rt for lh and quenched with water (0.340 mL, 18.87 mmol) followed by addition of DDQ (4.28 g, 18.87 mmol) in THF (10ml). The resulting black mixture was stirred at room temperature overnight. The reaction mixture was extracted with EtOAc. The aqueous layer was extracted with EtOAc and the combined organic layer was washed with NaOH (IN) and brine. The crude product was purified by Biotage (0-15% EtOAc/hexanes, 1.2L) to afford the title compound (700 mg, 20%) as a yellow solid. XH NMR (500 MHz, CC13D) delta ppm 8.87 (1 H, s), 8.66 (1 H, s), 2.40-2.56 (1 H, m), 1.13-1.32 (4 H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4595-59-9, 5-Bromopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; FRENNESSON, David B.; SAULNIER, Mark G.; AUSTIN, Joel F.; HUANG, Audris; BALOG, James Aaron; VYAS, Dolatrai M.; WO2012/9510; (2012); 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 148550-51-0, name is Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C8H10N2O4S

General procedure: 60percent Sodium hydride (w/w) in mineral oil (0.0015 mol) was added to a mixture of appropriate III (0.001 mol) in THF (15 ml) under the condition of inert atmosphere using N2 flow at 5°C. The reaction mixture was kept for 1 h at room temperature. A solution of 2-(methylsulfonyl)-5-pyrimidinecarboxylic acid, ethyl ester (0.0015 mol) in THF (15 ml) was slowly added to reaction mixture. The resulting reaction mixture was stirred for 2-3 h at 5°C. The distilled water (20 ml) was added. The reaction mixture was extracted (10 ml x 3) with dichloromethane. The separated organic layer was dried over MgSO4, filtered, and the solvent was evaporated under reduced pressure to obtain crude product, recrytallized by ethyl acetate.

With the rapid development of chemical substances, we look forward to future research findings about 148550-51-0.

Reference:
Article; Rajak, Harish; Agarawal, Avantika; Parmar, Poonam; Thakur, Bhupendra Singh; Veerasamy, Ravichandran; Sharma, Prabodh Chander; Kharya, Murli Dhar; Bioorganic and Medicinal Chemistry Letters; vol. 21; 19; (2011); p. 5735 – 5738;,
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. 1445-39-2, name is 2-Amino-5-iodopyrimidine, molecular formula is C4H4IN3, 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 2-Amino-5-iodopyrimidine

755 mg of 1-bromo-2-butanone was dissolved in 15 ml of ethanol, 1.0 g of 2-amino-5-iodopyrimidine was added and the mixture was stirred all night by heating under reflux. After cooling down to room temperature, the solvents were distilled outunder reflux, ethyl acetate followed by saturated sodium bicarbonate aqueous solution were added. Organic layer was dried with anhydrous sodium sulfate, and the solvents were distilled outunder reduced pressure. The obtained residues were purified by silicagel column chromatography (ethyl acetate) to obtain 110 mg of the above compound as a white solid. 1HNMR(300MHz,CDCl3.)delta:1.38(3H,t,J=7.0Hz), 2.88(2H,q,J=7.0Hz), 7.25(1H,s), 8.52(1H,d,J=2.4Hz), 8.58(1H,d,J=2.4Hz) ESI-MS Found:m/z 274.0[M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 1445-39-2.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1726585; (2006); 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. 126728-20-9, name is 2,4-Dichloropyrido[2,3-d]pyrimidine, the common compound, a new synthetic route is introduced below. Recommanded Product: 2,4-Dichloropyrido[2,3-d]pyrimidine

To a solution of 1i (106 mg, 0.50 mmol) and 2,4-dichloropyrido[2,3-d]pyrimidine (100 mg, 0.50 mmol, supplied by Combi-Blocks) in THF (2 mL) was added N,N-diisopropylethylamine (0.35 mL, 2.0 mmol). After stirring at 80 C. for 2 h, the reaction was cooled to rt, diluted with EtOAc (15 mL), washed with water (15 mL) and brine (15 mL), dried over Na2SO4, then filtered and concentrated in vacuo. The residue was subjected to silica gel chromatography eluting with hexanes-EtOAc to provide 5a. LC/MS (ESI) calculated for C16H22ClN5O: m/z 336.15, found 336.21 [M+H]+; tR=0.94 min. on LC/MS Method A. 1H NMR (400 MHz, Chloroform-d) delta 8.96 (dd, J=4.4, 1.8 Hz, 1H), 8.49 (s, 1H), 8.38 (dd, J=8.2, 1.8 Hz, 1H), 7.41 (dd, J=8.2, 4.5 Hz, 1H), 6.72 (t, J=6.9 Hz, 1H), 3.85 (dd, J=14.5, 6.7 Hz, 1H), 3.14 (dd, J=14.5, 6.3 Hz, 1H), 2.36 (td, J=13.4, 12.7, 4.4 Hz, 1H), 2.16 (s, 3H), 1.92 (td, J=13.8, 12.8, 3.9 Hz, 1H), 1.59 (s, 3H), 1.41-1.22 (m, 4H), 0.86 (t, J=7.2 Hz, 3H).

The synthetic route of 126728-20-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gilead Sciences, Inc.; Chin, Gregory; Mackman, Richard L.; Mish, Michael R.; Zablocki, Jeff; (67 pag.)US2018/65938; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 32779-38-7, 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.32779-38-7, name is 2-Chloro-5-iodopyrimidine, molecular formula is C4H2ClIN2, molecular weight is 240.43, as common compound, the synthetic route is as follows.

Step-a: Synthesis of tert-butyl (2-((5-iodopyrimidin-2-yl)oxy)ethyl)carbamate Into a 500-mL round-bottom flask was placed 2-chloro-5-iodopyrimidine (10 g, 41.59 mmol, 1.00 equiv), NMP (200 mL), sodium hydroxide (3.3 g, 82.50 mmol, 2.00 equiv), and tert-butyl (2-hydroxyethyl)carbamate (6.7 g, 41.56 mmol, 1.00 equiv). The resulting solution was stirred at 100 C. until completion. The resulting solution was diluted with H2O (100 mL), extracted with of ethyl acetate (3*100 mL) and the organic layers combined, washed with brine (100 mL), dried over Na2SO4 and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:3) to deliver the title compound in 7.6 g (50%) as a brown solid.

Statistics shows that 32779-38-7 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-iodopyrimidine.

Reference:
Patent; EISAI R & D MANAGEMENT CO., LTD.; BOCK, Mark; HAO, Ming-Hong; KORPAL, Manav; NYAVANANDI, Vijay Kumar; PUYANG, Xiaoling; SAMAJDAR, Susanta; SMITH, Peter Gerard; WANG, John; ZHENG, Guo Zhu; ZHU, Ping; MITCHELL, Lorna Helen; LARSEN, Nicholas; RIOUX, Nathalie; PRAJAPATI, Sudeep; REYNOLDS, Dominic; O’SHEA, Morgan; SAMARAKOON, Thiwanka; (134 pag.)US2018/141913; (2018); 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 1074-41-5, name is 6-Amino-2-(methylthio)pyrimidin-4-ol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 6-Amino-2-(methylthio)pyrimidin-4-ol

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. 7- (4 -Chlorophenyl ) – 4 , 5 – dioxo-2- thioxo-1,2 , 3 , 4 , 5,8 -hexahydropyrido[2,3-d]pyrimidine-6-carbonitrile (3a): Cream powder; m.p. >300 C; IR (KBr) (numax/cm-1): 3317, 2190, 1684, 1622,1587, 1535, 1456, 1508, 1195, 812; 1H NMR (400 MHz, DMSO-d6): delta 7.69 (2H, d, J=8.8 Hz, ArH), 7.89 (2H, d, J=8.8 Hz, ArH), 13.19 (1H,s, NH), 13.59 (1H, s, NH) ppm; 13C NMR (100 MHz, DMSO-d6): delta 92.5, 98.5, 115.1, 129.1, 131.1, 135.7, 136.4, 153.8, 163.4, 165.3, 170.8,176.6 ppm. Anal. calcd for C14H7ClN4O2S (330.75): C, 50.84; H, 2.13;N, 16.94; found: C, 50.71; H, 2.03; N, 16.79%.

With the rapid development of chemical substances, we look forward to future research findings about 1074-41-5.

Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia