Day: May 7, 2021

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. 6299-25-8, name is 4,6-Dichloro-2-(methylthio)pyrimidine, the common compound, a new synthetic route is introduced below. Computed Properties of C5H4Cl2N2S

Reference Example 71 Production of ethyl 4,6-dichloro-2-(methylsulfanyl)pyrimidine-5-carboxylate Under an argon atmosphere, to a solution of diisopropylamine (15.7 mL, 112 mmol) in THF (70 mL) was added dropwise butyllithium (1.6M hexane solution, 70 mL, 112 mmol) at -78C. The mixture was stirred at 0C for 30 min and cooled to -78C. A solution of 4,6-dichloro-2-(methylsulfanyl)pyrimidine (14.12 g, 72.4 mmol) in THF (20 mL) was added dropwise thereto, and the mixture was stirred at – 78C for 1 hr. A solution of ethyl chlorocarbonate (13.9 mL, 145 mmol) in THF (20 mL) was added dropwise thereto, and the mixture was stirred at -78C for 30 min, and then at 0C for 30 min. Water was added thereto, and the mixture was extracted twice with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluate, hexane:ethyl acetate=100:0?90:10) to give the title compound (13.28 g, 69%) as a colorless solid.

The synthetic route of 6299-25-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2471793; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 2227-98-7, 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.2227-98-7, name is 4-Aminopyrrolo[3,2-d]pyrimidine, molecular formula is C6H6N4, molecular weight is 134.14, as common compound, the synthetic route is as follows.

9- Deazaadenine (73 mg, 0.55 mmol), (¡À)-66 (80 mg, 0.37 mmol) and aq. formaldehyde (37%,044 mL, 0.55 mmol) were stirred for 1 h in a mixture of 1,4-dioxane (2 mL) and H2O (0.5 mL) at 90 oC (bath temp). The reaction mixture was cooled to rt and NH3 in MeOH solution (7 M, 2.5 mL) was added and the resulting reaction left to stir for a further 1 h. The solventwas evaporated and the residue chromatographed (CH2Cl2-7 M NH3 in MeOH, 9:1 thenCH2Cl2-7 M NH3 in MeOH, 8:2) to afford (¡À)-67 as a syrup (110 mg) which by 1H NMR was contaminated with paraformaldehyde. A portion of crude (¡À)-67 (65 mg) was dissolved inS24MeOH (5 mL) and aq. HCl (37%, 0.5 mL) added. The solvent was evaporated and the residue dissolved in more aq. HCl (37%, 0.5 mL) then the solvent evaporated again. The residue was chromatographed (CH2Cl2-7 M NH3 in MeOH, 85:15 then CH2Cl2-7 M NH3 inMeOH, 8:2) to give (¡À)-68 as a syrup (35 mg, 61%).

Statistics shows that 2227-98-7 is playing an increasingly important role. we look forward to future research findings about 4-Aminopyrrolo[3,2-d]pyrimidine.

Reference:
Article; Clinch, Keith; Evans, Gary B.; Froehlich, Richard F.G.; Gulab, Shivali A.; Gutierrez, Jemy A.; Mason, Jennifer M.; Schramm, Vern L.; Tyler, Peter C.; Woolhouse, Anthony D.; Bioorganic and Medicinal Chemistry; vol. 20; 17; (2012); p. 5181 – 5187;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1209459-16-4 ,Some common heterocyclic compound, 1209459-16-4, molecular formula is C5H2BrN3, 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 11 Preparation of (3S)-tert-butyl 3-((1-(2-chlorophenyl)-2-((3,3-difluorocyclobutyl)amino)-2-oxoethyl)(3,5-difluorophenyl)carbamoyl)-4-(4-cyanopyrimidin-2-yl)-5-oxopiperazine-1-carboxylate (racemic)-Compound 98 A mixture of (3S)-tert-butyl3-((1-(2-chlorophenyl)-2-((3,3-difluorocyclobutyl)amino)-2-oxoethyl)(3,5-difluorophenyl)carbamoyl)-5-oxopiperazine-1-carboxylate (200 mg, 0.326 mmol), 2-bromopyrimidine-4-carbonitrile (0.489 mmol), Pd2(dba)3 (30.2 mg, 0.0323 mmol), XantPhos (19.1 mg, 0.03 mmol) and Cs2CO3 (148.7 mg, 0.46 mmol) in 1,4-dioxane (10 mL) was stirred at 80 C. for 3 hr under N2. The reaction mixture was cooled to room temperature and filtered. The filtrate was concentrated and the residue was purified by a standard method to afford the desired product. 1H NMR (400 MHz, CDCl3): delta 8.97 (d, J=4.3 Hz, 1H), 7.85-7.55 (d, 1H), 7.51-7.39 (m, 2H), 7.25 (t, J=7.6 Hz, 1H), 7.13-6.26 (m, 6H), 5.91 (d, J=7.6 Hz, 1H), 4.92-4.08 (m, 5H), 3.38 (t, J=14.9 Hz, 1H), 3.02 (s, 2H), 2.83-2.22 (d, 2H), 1.61 (s, 9H). MS: 716.1 (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,1209459-16-4, its application will become more common.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC; Lemieux, Rene M.; Popovici-Muller, Janeta; Travins, Jeremy; Cai, Zhenwei; Cui, Dawei; Zhou, Ding; US2013/190249; (2013); A1;; ; Patent; AGIOS PHARMACEUTICALS, INC; Lemieux, Rene M.; Popovici-Muller, Janeta; Travins, Jeremy; Cai, Zhenwei; Cui, Dawei; Zhou, Ding; US2015/31627; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 111196-81-7 , The common heterocyclic compound, 111196-81-7, name is 2-Chloro-5-ethylpyrimidine, molecular formula is C6H7ClN2, 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: In a reaction vial designed for microwave heating, the considered alkoxypyrazole (2 mmol), the considered halogenated heteroaryl (2.2 mmol) and cesium carbonate (2.8 mmol) were stirred in dimethylformamide or acetonitrile (3 mL) as specified in the examples. This was heated using a microwave at a temperature between 120 C and 180 C for the individually specified duration. The resulting suspension was diluted in water, extracted with ethyl acetate and the organic layer was washed with brine, dried over magnesium sulfate and concentrated to dryness. The residue was further purified as described below.

The synthetic route of 111196-81-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INSTITUT PASTEUR; JANIN, Yves-Louis; GUILLOU, Sandrine; LUCAS-HOURANI, Marianne; MUNIER-LEHMANN, Helene; NOEL, Anne; SALANOUVE, Elise; TANGY, Frederic; VIDALAIN, Pierre-Olivier; WO2015/155680; (2015); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4595-59-9, 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 4595-59-9, name is 5-Bromopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

In an autoclave, 1 equiv. of aryl halide or heteroaryl halide, 2 equiv. of 1-alkylimidazole, 0.1 equiv. of CuI, 0.2 equiv. of dried K4[Fe(CN)6] (potassium hexacyanoferrate(II)), tetradecane as an internal standard for the GC analysis and a suitable amount of toluene were combined under argon and heated to 160 C. (The K4[Fe(CN)6] was dried by heating powdered K4[Fe(CN)6]x3H2O in a vacuum of 1 mbar to 80 C. for at least 24 hours.) After 16 hours, the reaction mixture was cooled to room temperature. Conversion and yield were determinable by means of gas chromatography. An isolation of the product took place according to the customary workup (distillation, crystallization or chromatography).

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 4595-59-9, 5-Bromopyrimidine.

Reference:
Patent; Muller, Nikolaus; Magerlein, Wolfgang; Beller, Matthias; Schareina, Thomas; Zapf, Alexander; US2009/62541; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 2915-16-4, Adding some certain compound to certain chemical reactions, such as: 2915-16-4, name is 2-Chloro-4,6-diphenylpyrimidine,molecular formula is C16H11ClN2, 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 2915-16-4.

Inthe nitrogen ambient, after the compound 1-3 20 g (46.5 mmol) was melted in thetetrakis tetrahydrofuran (THF) 0.2 L here 2- chloro- 4,6- diphenylpyrimidine (2-chloro-4,6-diphenylpyrimidine)12.4 g (46.5 mmol) and tetrakis (triphenylphosphine) palladium(tetrakis(triphenylphosphine)palladium) 0.54 g (0.47 mmol) were put and itmixed. The saturated potassium carbonate 16.1 g (116 mmol) was put in water andit heated up in 80 for 15 hours and it refluxed.After water was put in into the reaction solution after the reaction completionand it extractedin the dichloromethane (DCM) moisture was removed to the anhydrous MgSO4 itfiltered and it was concentrated under reduced pressure. The residue obtainedin this way was refined to the flash column chromatography after dividing andthe compound A -14 20.4 g (82 %) was obtained.

According to the analysis of related databases, 2915-16-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Cheil Industries Co., Ltd.; Oh, Jae Jin; Kang, Gi Wook; Kang, Uii Soo; Kim, Yun Hwan; Kim, Hun; Yang, Yong Tak; Yu, Uhn Sun; Lee, Nam Hun; Lee, Han Ir; Jo, Pyung Suk; (66 pag.)KR2015/28579; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 335654-06-3, 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 335654-06-3, name is 2-Chloro-7H-pyrrolo[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 266A in 10 mL of NH3 (7N in MeOH) was heated at 130 C in sealed tube overnight. The reaction was monitored by LC/Mass until completion. Remove the solvent and used as crude. MS (m/z) 135 [M+H]+.

According to the analysis of related databases, 335654-06-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GILEAD SCIENCES, INC.; BONDY, Steven S.; CANNIZZARO, Carina E.; CHOU, Chien-hung; HALCOMB, Randall L.; HU, Yunfeng Eric; LINK, John O.; LIU, Qi; SCHROEDER, Scott D.; TSE, Winston C.; ZHANG, Jennifer R.; WO2013/6738; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 3435-25-4 ,Some common heterocyclic compound, 3435-25-4, molecular formula is C5H5ClN2, 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 4-chloro-6-methylpyrimidine (1 g, 7.77 mmol) in 1, 4- dioxane (30 mL) under argon atmosphere were added diisopropyl ethyl amine (1.35 g, 10.50 mmol) and tert-butyl piperidin-4-ylcarbamate (1.7 g, 8.55 mmol) at RT. The reaction mixture was stirred at 150 C for 3 h. After consumption of the starting material (monitored by TLC), the reaction was diluted with water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified through silica gel column chromatography using 5% MeOH:DCM to afford tert-butyl (1 -(6-methylpyrimidin-4-yl) piperidin-4-yl) carbamate (1.75 g, 77%) as an off-white solid. ?H-NMR (DMSO-d6, 400 MHz): oe 8.34 (s, 1H), 6.69 (s, 1H),4.28-4.24 (m, 2H), 3.54-3.52 (m, 1H), 3.00-2.93 (m, 2H), 2.23 (s, 3H), 1.77-1.75 (m, 2H),1.38 (s, 9H), 1.30-1.22 (m, 3H); LC-MS: 293.3 (M+1); (column; X-Bridge C-18 (50 x 3.0 mm, 3.5 .im); RT 3.32 mm. 5 mM NH4OAc: ACN; 0.80 mL/min); TLC: 50% EtOAc:hexanes (R1: 0.2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3435-25-4, its application will become more common.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66696; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1193-24-4 , The common heterocyclic compound, 1193-24-4, name is 4,6-Dihydroxypyrimidine, molecular formula is C4H4N2O2, 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: According to the conventional manufacturing method of the present inventors [16], under the condition containing two equivalents of triethylamine in dichloromethane at 25 , 4,6- dihydroxy-pyrimidine with 2 equivalents of Compound 2 by acylating a new and compounds 4, 6-pyrimidyl di (2-halo-benzoate) (compound 3) is prepared. After evaporation of dichloromethane, the mixture is dissolved in anhydrous THF, to remove the triethylamine hydrochloride by filtration. The concentrated residue was purified by short length silica gel (Davisil, pH = 7) was purified by column chromatography, or the Compound 3 is prepared by purification was recrystallized with 75% EtOAc / n- hexane

The synthetic route of 1193-24-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Duksung Women’s University Academic Cooperation; Lee, Jae In; Song, Yun jU; Choe, Jin Son; (12 pag.)KR2015/106483; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5750-76-5, 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. 5750-76-5, name is 2,4,5-Trichloropyrimidine. A new synthetic method of this compound is introduced below.

Potassium carbonate (2.26 g, 16.4 mmol) and 2,4,5-trichloropyrimidine (1.5 g, 8.19 mmol) were added to a solution of 3-nitrophenol (1.2 g, 8.19 mmol) in N,N-dimethylformamide (20 mL). The reaction mixture was heated to 60 C. for 2 hours and after cooling was filtered and the filtrate was dilute with ethyl acetate (3*500 mL) and washed with water (20 mL) three times. The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo to afford 2.0 g (yield 87%) of a light yellow solid. 1H NMR 400 MHz (DMSO-d6) delta 8.88 (s, 1H), 8.30 (d, J=2 Hz, 1H), 8.29-8.21 (m, 1H), 7.85-7.81 (m, 2H); LCMS m/e: 286 [M]+.

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; Sabila Biosciences LLC; MANSOUR, Tarek Suhayl; (66 pag.)US2018/208564; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia