Day: August 11, 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. 1546-78-7, name is 4-Hydroxy-6-(trifluoromethyl)pyrimidine, the common compound, a new synthetic route is introduced below. COA of Formula: C5H3F3N2O

To a solution of BE-1 (40.0 g, 244 mmol) in THF (800 mL) is added PPh3 (98.0 g) and NCS (160.0 g). The reaction mixture is stirred at 80 C for 10 h. The mixture is then quenched with water and extracted with EtOAc. The solution is concentrated and the residue is purified by Si02 flash chromatography to yield BE-2.

The synthetic route of 1546-78-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BAKONYI, Johanna; BRUNETTE, Steven Richard; COLLIN, Delphine; HUGHES, Robert Owen; LI, Xiang; LIANG, Shuang; SIBLEY, Robert; TURNER, Michael Robert; WU, Lifen; ZHANG, Qiang; WO2015/160654; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3435-25-4, 4-Chloro-6-methylpyrimidine, 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, 3435-25-4, blongs to pyrimidines compound. name: 4-Chloro-6-methylpyrimidine

General procedure: To a mixture of N-(3-bromobenzyl)-3-(trifluoromethyl)benzenesulfonamide (0.10 g, 0.25 mmol), (3,5-dimethylisoxazol-4-yl)boronic acid (72 mg, 0.51 mmol), and Na2C03 (54 mg, 0.51 mmol) in dioxane/H20 (1.6 mL/0.4 mL) was added Pd(dppf)Cl2-CH2Cl2 (21 mg, 0.025 mmol). The reaction was degassed with N2 and stirred at 80C for 4 hours. The reaction was cooled to room temperature and DCM was added. The mixture was washed with brine (IX) and water (2X). The organic layer was dried oversodium sulfate, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (0-35% EtOAc/Hexanes, 2 cycles) to afford the title compound (35 mg, 34%). LCMS(method A): m/z 411.2 (M+H)+. ‘H NMR (CDCI3) delta 8.10 (s, 1H), 8.05 (d, 1H), 7.82 (d, 1H), 7.64 (t, 1H), 7.35 (t, 1H), 7.20 (d, 1H), 7.14 (d, 1H), 7.11 (s, 1H), 5.42 (t, 1H), 4.26 (d, 2H), 2.35 (s, 3H), 2.20 (s, 3H).

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; VENENUM BIODESIGN LLC; HUANG, Chia-Yu; SHI, Dongchuan; KULTGEN, Steven G.; MCGUINNESS, Brian F; LETOURNEAU, Jeffrey J.; COLE, Andrew G.; BEASLEY, James R.; (358 pag.)WO2018/5801; (2018); A2;,
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. 24391-41-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile, molecular formula is C7H3ClN4, 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. category: pyrimidines

To a solution of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile (100 mg, 0.56 mmol, 1.00 equiv) in t-BuOH (15 mL) was added trans -N,N-dimethylcyclohexane-l,4-diamine (360 mg, 1.67 mmol, 3.0 equiv) and Et3N (3 ml). The resulting solution was stirred overnight at 100C in an oil bath. The resulting mixture was concentrated under vacuum and the residue was purified by Flash-Prep-HPLC with the following conditions: Column, SunFire Prep CI 8, 19* 150mm 5um; mobile phase, water with 0.05% NH4HC03 and CH3CN (8.0% CH3CN up to 65.0% in 14 min); Detector, 254/220nm. This resulted in 20.0 mg of 4-((-4- (dimethylamino)cyclohexyl)amino)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile as white solid. LCMS: (ES, m/z): 285[M+H]+ 1H NMR-(300 MHz, CD3OD, ppm): delta 8.22 (1H, d), 7.81 (1H, s), 3.95-4.05 (1H, m), 2.30-2.40 (7H, m), 2.23-2.29 (2H, m), 1.95-2.05 (2H, m),1.30-1.50 (4H, m).

With the rapid development of chemical substances, we look forward to future research findings about 24391-41-1.

Reference:
Patent; NIMBUS IRIS, INC.; HARRIMAN, Geraldine C.; ROMERO, Donna L.; MASSE, Craig E.; ROBINSON, Shaughnessy; WESSEL, Matthew David; GREENWOOD, Jeremy Robert; WO2014/11911; (2014); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4983-28-2, Adding some certain compound to certain chemical reactions, such as: 4983-28-2, name is 2-Chloro-5-hydroxypyrimidine,molecular formula is C4H3ClN2O, 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 4983-28-2.

(Reference Example 12) 5-[(tert-Butyldimethylsilyl)oxy]-2-chloropyrimidine To a solution of 20.2 g (0.154 mol) of 2-chloro-5-hydroxypyrimidine in 150 ml of N,N-dimethylformamide, 15.8 g (0.232 mol) of imidazole and 26.8 g (0.178 mol) of tert-butyldimethylsilyl chloride were added, and the reaction mixture was stirred at room temperature for 2.5 hours. After completion of the reaction, the reaction solution was poured into water and extracted with n-heptane three times. The obtained organic phases were combined, washed with 0.01 N sodium hydroxide aqueous solution, water and saturated sodium chloride aqueous solution in order and dried with anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure to provide 39.5 g of the title compound as a white solid (yield: 100percent). 1H-NMR spectrum (300 MHz, CD2 Cl2) delta: 8.21 (2H, s), 1.00 (9H, s), 0.25 (6H, s). Mass spectrum (EI, m/z): 244 [M+].

According to the analysis of related databases, 4983-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Daiichi Sankyo Company, Limited; UBE Industries, Ltd.; KAWAI, Yukinori; IWASE, Noriaki; KIKUCHI, Osamu; TAKATA, Katsunori; MOTOYAMA, Takahiro; HAGIHARA, Masahiko; EP2801574; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 69034-12-4, 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 69034-12-4, name is 2-Chloro-5-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Step A: (2S,3R)-tert-butyl 2-methyl-3-((5-(trifluoromethyl)pyrimidin-2-yl)oxy)piperidine-1-carboxylate. To (2S,3R)-tert-butyl 3-hydroxy-2-methylpiperidine-1-carboxylate (670 mg, prepared according to J. Org. Chem. 2008, 73, 2898) in THF (15 mL) at 0 C. was added NaH (60 wt %, 188 mg). After 15 min, 2-chloro-5-(trifluoromethyl)pyrimidine (570 mg) was added and the reaction allowed to proceed at rt overnight. The reaction was diluted with H2O and extracted with DCM. The organic layers were dried (MgSO4). Purification via silica gel chromatography (0-40% EtOAc in heptane) gave the title compound (813 mg, 72%).

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 69034-12-4, 2-Chloro-5-(trifluoromethyl)pyrimidine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Dvorak, Curt A.; Shireman, Brock T.; US2014/275095; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5413-85-4 , The common heterocyclic compound, 5413-85-4, name is 5-Amino-4,6-dichloropyrimidine, molecular formula is C4H3Cl2N3, 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 144; N-(4-Ethoxypyrimidin-5-yl)-4-(3-phenyl-1,2,4-thiadiazol-5-yl)piperazine-1-carboxamide; (4) 4-Ethoxypyrimidine-5-amine; A mixture of 5-amino-4,6-dichloropyrimidine (5.00 g, 30.5 mmol), tetrahydrofuran (100 ml), sodium hydroxide (2.44 g, 61.0 mmol), ethanol (100 ml) and 10% palladium-carbon (500 mg) was stirred under a hydrogen atmosphere at room temperature for 1 day, insolubles were filtered off and an organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure to obtain the desired product (4.00 g, 94.3%) as an oil. 1H-NMR (CDCl3) delta; 1.43 (3H, t, J = 6.9 Hz), 3.75 (2H, br s), 4.48 (2H, q, J = 6.9 Hz), 7.92 (1H, s), 8.24 (1H, s).

The synthetic route of 5413-85-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1813606; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 36315-01-2, 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. 36315-01-2, name is 2-Amino-4,6-dimethoxypyrimidine. A new synthetic method of this compound is introduced below.

STR1346 A mixture of 15.5 g (0.1 mole) of 2-amino-4,6-dimethoxy-pyrimidine, 13.1 g (0.1 mole) of ethoxycarbonyl isothiocyanate and 200 ml of acetonitrile is stirred for 2 hours at 60 C. Thereafter, the mixture is cooled to 10 C., and the crystalline product obtained is isolated by filtration with suction. 22.5 g (79% of theory) of 1-(ethoxycarbonyl)-3-(4,6-dimethoxy-pyrimidin-2-yl)-thiourea of melting point 194 C. (decomposition) are obtained.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,36315-01-2, 2-Amino-4,6-dimethoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Bayer Aktiengesellschaft; US4840661; (1989); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3177-24-0, 2,4-Dichloropyrimidine-5-carbonitrile, 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, name: 2,4-Dichloropyrimidine-5-carbonitrile, blongs to pyrimidines compound. name: 2,4-Dichloropyrimidine-5-carbonitrile

Followingthe preparation protocol of Section 5.1.2.1, the reaction mixtureof 2,4-dichloropyrimidine-5-carbonitrile (8d) (367 mg, 2.0mmol), K2CO3 (552 mg, 4.0 mmol) and phenol (188 mg, 2.0 mmol)in acetone (10 mL) was stirred at room temperature for 7 h to givecompound 9f as a white solid (408 mg, 88.0percent); mp 94?96 C; 1HNMR (400 MHz, Acetone d6) d (ppm) 9.08 (s, 1H), 7.54 (t, J = 7.2Hz, 2H), 7.41?7.35 (m, 3H); HRMS (ESI): m/z, Calcd. for C11H7ON3-Cl [M+H]+: 232.0272, Found 232.0270

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3177-24-0, 2,4-Dichloropyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Article; Cui, Guonan; Jin, Jing; Chen, Hualong; Cao, Ran; Chen, Xiaoguang; Xu, Bailing; Bioorganic and Medicinal Chemistry; vol. 26; 8; (2018); p. 2186 – 2197;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 146533-41-7, 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. 146533-41-7, name is 5-(4-Bromophenyl)-4,6-dichloropyrimidine. A new synthetic method of this compound is introduced below.

600 ml of DMSO was added to 6.4 g of Sodium hydroxide, 100 g of reacting 5-(4- bromophenyl)-4,6dichloropyrimidine, followed by 116 g of N-propyl sulfomyl amide potassium salt (Sodium salt can also be used). The reaction mixture was stirred at 40±5 C for 6 hrs. On completion of the reaction, the reaction mass was cooled to 27±2 C and 1000 ml of purified water was added. The pH was adjusted with IN HC1 solution, followed by filtration. Wet cake was further treated with purified water and heated at 50±2 C for 30 minutes, cooled at 27±2 C. The solid was filtered, washed with purified water. The water slurry wet material was further subjected to methanol purification, heated at 50±2 C for 30 mins, cooled at 27±2 C. The final solid obtained was washed with methanol and dried under vacuum at 43±2 C for 12 hours.Dry weight: 115g

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,146533-41-7, its application will become more common.

Reference:
Patent; CIPLA LIMITED; KING, Lawrence; RAO, Dharmaraj Ramachandra; MALHOTRA, Geena; PATHI, Srinivas Laxminarayan; PUPPALA, Ravikumar; KOMMULA, Narayanaswami; (29 pag.)WO2017/33016; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 56843-79-9, 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 56843-79-9, name is 4-Chloro-2-methylthieno[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A clear solution of 4-chloro-2-methylthieno[2,3-djpyrimidine (30 mg, 0.l62mmol), 4,4,4- trifluorobutylamine (55 tL, 0.486 mmol), DIEA (35 tL, 0.20 mmol), and dry p-dioxane (0.5 mL) was heated at 140 C for 90 minutes in a microwave reactor. A yellow solution formed, which was partitioned between DCM and water. The DCM layer was separated and set aside, and the aqueous layer was washed with ethyl acetate. Both organic layers were combined and concentrated undervacuum to afford a viscous yellow substance, which was lyophilized for 2 hours to give the final product(37 mg, 83% yield). LC-MS analysis indicated the desired product with >97% purity and mass: m/z 276(M+H). Calcd for C11H12F3N3S=275.29. 1H NMR (400MHz, DMSO-d6) oe 7.87 (t, J = 5.4 Hz, 4 H), 7.53(d, J = 5.9 Hz, 5 H), 7.43 (d, J = 5.9 Hz, 1 H), 3.60 – 3.51 (m, 10 H), 2.43 (s, 3 H), 2.40 -2.30 (m, 9 H),1.93 – 1.74 (m, 10 H).

According to the analysis of related databases, 56843-79-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SAINT LOUIS UNIVERSITY; WASHINGTON UNIVERSITY; MEYERS, Marvin, J.; SINGH, Megh; STALLINGS, Christina, L.; WEISS, Leslie, A.; WILDMAN, Scott; ARNETT, Stacy, D.; (134 pag.)WO2019/18359; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia