Day: June 7, 2021

Adding a certain compound to certain chemical reactions, such as: 591-55-9, 5-Aminopyrimidine, 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, 591-55-9, blongs to pyrimidines compound. Computed Properties of C4H5N3

Example 75(1R,2S)-2-(4-(cyclohexyl(4,4,4-trifluorobutyl)amino)-3-(3-pyrimidine-5-yl)ureido)phenyl)cyclopropanecarboxylic acid 75A. (1R,2S)-ethyl 2-(4-(cyclohexyl(4,4,4-trifluorobutyl)amino)-3-(3- (pyrimidin-5-yl)ureido)phenyl)cyclopropanecarboxylateIn a one-dram sample vial with stirbar was placed 73F (53.3 mg, 0.129 mmol) and THF (1988 tl). To this stirred solution was added 4-nitrophenyl carbonochloridate (27.3 mg, 0.136 mmol). The reaction was stirred at rt for 30 mm. Pyrimidin-5-amine (36.9 mg, 0.388 mmol) and triethylamine (54.0 tl, 0.388 mmol) were added and the reaction was heated at 50 C. After 17 h, the reaction was cooled to rt, then dried under a stream ofnitrogen. The concentrate was diluted with water and extracted with EtOAc (3x). The combined organic layers were washed with brine, dried over anhydrous MgSO4, filtered and concentrated under a reduced pressure to give 75A. The crude product was used directly in the subsequent procedure. Anal. Calc?d for C27H34F3N503 533.26, found [M+H] 534.4, T = 2.15 mm (Method E).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,591-55-9, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; CHEN, Bin; CHEN, Libing; SEITZ, Steven P.; HART, Amy C.; MARKWALDER, Jay A.; WO2014/150677; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1722-12-9, 2-Chloropyrimidine, 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, COA of Formula: C4H3ClN2, blongs to pyrimidines compound. COA of Formula: C4H3ClN2

To a solution of methyl 5-methyl-2-(tetramethyl-1 ,3,2-dioxaborolan-2-yl)benzoate (p59, 1 .51 g, 5.5 mmol) in 2-MeTHF (20 mL), 2-chloropyrimidine (0.756 g, 6.6 mmol) and Sodium carbonate (1 .75 g, 16.5 mmol) were added. To this stirring suspension water (4 mL) was added. The thick slurry was degassed with nitrogen for 40 minutes, then PdCl2(dppf)-CH2Cl2 adduct (0.163 g, 0.2 mmol) was added. The internal temperature was set to 74C and the mixture stirred for 16 hrs. The reaction was gone to completion therefore it was cooled to room temperature and treated with water (6 mL) and diethyl ether (12 mL) while maintaining stirring for 10 minutes. This solution was filtered washing with further diethyl ether (12 mL) and water (8 mL) then 12 mL of diethyl ether more. The layers was separated, organic one was dried and concentrated and the crude purified by FC on silica gel (eluent: Cy/EtoAc 7/3) affording methyl 5-methyl-2-(pyrimidin-2- yl)benzoate (p60, 231 mg, y= 18%). MS (/T7/z): 228.0 [MH]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1722-12-9, 2-Chloropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; CHRONOS THERAPEUTICS LIMITED; MICHELI, Fabrizio; BERTANI, Barbara; GIBSON, Karl Richard; DI FABIO, Romano; RAVEGLIA, Luca; ZANALETTI, Riccardo; CREMONESI, Susanna; POZZAN, Alfonso; SEMERARO, Teresa; TARSI, Luca; LUKER, Timothy Jon; (275 pag.)WO2019/43407; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 5018-38-2 , The common heterocyclic compound, 5018-38-2, name is 4,6-Dichloro-5-methoxypyrimidine, molecular formula is C5H4Cl2N2O, 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.

A solution of 4,6-dichloro-5-methoxy-pyrimidine (5.62 g, 27.9 mmol) and 4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester (5.02 g, 27.9 mmol) in 200 mL THF was chilled to 0 C. A 1.0 M solution of potassium t-butoxide (30.7 mL, 30.7 mmol) was added drop-wise with stirring and the resulting mixture then was allowed to stir at 0 C. for one hour. Saturated ammonium chloride (100 mL) was added and the solution extracted with ethyl acetate. The organic phase was washed with brine and dried with magnesium sulfate, solvent removed to yield 9.10 g (94.8% yield). 1HNMR (CDCl3, 400 MHz) delta 1.48 (s, 2H), 1.79-1.83 (m, 2H), 1.99-2.04 (m, 2H), 3.33-3.39 (m, 2H), 3.72-3.77 (m, 2H), 3.91 (s, 3H), 5.30-5.38 (m, 1H), 8.26 (s, 1H). Exact mass calculated for C15H22ClN3O4: 343.13, found: 344.3 (MH+).

The synthetic route of 5018-38-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jones, Robert M.; Lehmann, Juerg; Wong, Amy Siu-Ting; Hurst, David; Shin, Young-Jun; US2006/155128; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application 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.

To a 250 mL round bottom flask equipped with a stir bar was added 2,4,5-trichloro- pyrimidine (1 g), and diethyl ether (15 mL). The mixture was cooled to 0C in an ice bath and then 1 equivalent of sodium methoxide in methanol (prepared from reacting 120 mg of sodium with 4 mL of methanol at room temperature) was slowly added. The reaction was stirred over night at room temperature and checked by LCMS. The white precipitate was filtered and the solid washed with cold methanol. After drying, 0.98 g of pure 2,5-dichloro-4-methoxypyrimidine was obtained and this material was used without further purification. 1H-NMR (DMSO): delta 8.61 (s, 1H), 4.05 (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,5750-76-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BAKER-GLENN, Charles; BURDICK, Daniel Jon; CHAMBERS, Mark; CHEN, Huifen; ESTRADA, Anthony; SWEENEY, Zachary Kevin; CHAN, Bryan K.; WO2012/62783; (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 874-14-6, name is 1,3-Dimethyluracil. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 1,3-Dimethyluracil

General procedure: A 0.3M solution of Bu4NClO4 in THF (15 mL) was placed in thecathodic chamber of a divided cell (40 mL beaker, 3 cm diameter, 6 cm height)equipped with a lead cathode (5 X 5 cm2), a platinum anode (2 X 1 cm2),and a ceramic cylindrical diaphragm (1.5 cm diameter). A 0.3 M solution of Et4NOTsin DMF (4 mL) was placed in the anodic chamber (inside the diaphragm). 1,3-Dimethylpyrimidine-2,4(1H,3H)-dione(1a) (140 mg, 1.0 mmol), benzophenone (2a) (368mg, 2.0 mmol), TMSCl (0.64 mL, 5 mmol), and TEA (0.70 mL, 5 mmol) were added tothe cathodic chamber. After 400 C of electricity was passed at a constantcurrent of 200 mA at room temperature under nitrogen atmosphere, the catholytewas evaporated in vacuo. The residue was dissolved in diethyl ether (20 mL)and insoluble solid was filtered off. After removal of the solvent in vacuo, the residue was purified by column chromatography on silica gel(hexanes-EtOAc) to give 3a (305 mg) in 77percent yield.

With the rapid development of chemical substances, we look forward to future research findings about 874-14-6.

Reference:
Article; Kise, Naoki; Miyamoto, Hiroyuki; Hamada, Yusuke; Sakurai, Toshihiko; Tetrahedron Letters; vol. 56; 31; (2015); p. 4599 – 4602;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1211443-58-1, 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.1211443-58-1, name is 2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid, molecular formula is C12H12ClN3O2, molecular weight is 265.7, as common compound, the synthetic route is as follows.

Compound VII (719.1 g, 2.70 mol, 1.0 e.q.) was added to 6 L DMF in a 10 L four-necked flask.At 0 C, DIPEA (1399.2 g, 10.83 mol, 4.0 e.q.) was added at -20 C.HATU (2566.6g, 6.75mol, 2.5e.q.) was added in batches, and the reaction was stirred for 0.5 h.At 5 C, dimethylamine methanol solution (2.5 M) 1.62 L was added dropwise, and the reaction was stirred for 1 h.LC-MS showed the reaction was completed.The reaction solution was poured into 12 L of ice water, stirred, and extracted with ethyl acetate.Wash with saturated aqueous sodium carbonate solution, wash with water, wash with dilute hydrochloric acid, and dry.The solvent was distilled off under reduced pressure, petroleum ether was filtered to obtain compound VIII as a yellow solid 617.4g,The yield was 78.1%.

Statistics shows that 1211443-58-1 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxylic acid.

Reference:
Patent; Nanjing Yaoshi Technology Co., Ltd.; Yang Guangming; Wu Shuai; Liu Cunlu; Zhu Jingwei; Yang Minmin; Wu Xihan; (17 pag.)CN110016024; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 2434-53-9 , The common heterocyclic compound, 2434-53-9, name is 6-Amino-1-methylpyrimidine-2,4(1H,3H)-dione, molecular formula is C5H7N3O2, 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: Appropriate indole of 1.0 equiv, 1.1 equiv of the corresponding aminoheterocycle, and 4 equiv of TMSCl in 15 mL of anhydrous DMF was heated at 100 C under dry argon atmosphere in a pressure tube. After 6 h the solvent was removed under reduced pressure and the residue was purified by silica gel flash chromatography.

The synthetic route of 2434-53-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Knepper, Ingo; Iaroshenko, Viktor O.; Vilches-Herrera, Marcelo; Domke, Lutz; Mkrtchyan, Satenik; Zahid, Muhammad; Villinger, Alexander; Langer, Peter; Tetrahedron; vol. 67; 29; (2011); p. 5293 – 5303;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 115617-41-9, 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 115617-41-9, name is 4,5-Dichloro-6-ethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

5-Chloro-6-ethyl-4-(1,4-dioxaspiro[4,5]dec-8-yloxy)pyrimidine STR27 5 g (0.16 mol) of 80% sodium hydride are added to a solution of 19 g (0.12 mol) of 4-hydroxycyclohexanone ethylene acetal in 200 ml of absolute THF and the mixture is refluxed for 1 hour. The reaction solution is then cooled to room temperature and 21.2 g (0.12 mol) of 4,5-dichloro-6-ethylpyrimidine are added dropwise. The reaction mixture is refluxed for a further 2 hours. To destroy excess sodium hydride, 20 ml of isopropanol are slowly added dropwise, and the reaction mixture, which is still warm, is stirred for a further 30 minutes. 100 ml of aqueous ammonium chloride solution are subsequently added, the aqueous phase is extracted using ether, and the combined organic phases are dried over magnesium sulfate. The solvent is concentrated in vacuo to dryness. This gives 35.0 g (93%) of a yellow oil. The crude product can be reacted further without further purification.

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 115617-41-9, 4,5-Dichloro-6-ethylpyrimidine.

Reference:
Patent; Hoechst Schering AgrEvo GmbH; US5691321; (1997); 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.5604-46-6, name is 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, molecular formula is C5H3Cl2N3O, molecular weight is 192.0028, as common compound, the synthetic route is as follows.HPLC of Formula: C5H3Cl2N3O

A solution of lambda/-methylpiperazine (0.624ml), 2-amino-4,6-dichloro-5- formylpyrimidine (1.0Og) and DIPEA (0.936ml) in NMP (120ml) is stirred at room temperature for 18 hours. After addition of MTBE (400ml) the mixture is washed with a saturated solution of NaHCtheta3 (2 x 120ml) and brine (1 x 50ml), dried (MgStheta4) and concentrated to give the title compound as a colourless oil (509mg, 38%). LCMS 255/257 [M+H]+ (pH5.8), RT 1.67 mins. 1H NMR 300 MHz (d6-DMSO) (delta ppm): 10.07 (1H, s), 5.32 (2H1 bs), 3.66 – 3.58 (4H, m), 2.57 – 2.46 (4H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5604-46-6, 2-Amino-4,6-dichloropyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; UCB PHARMA, S.A.; WO2008/74445; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 20090-69-1, 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.20090-69-1, name is 2-Chloro-4-methylpyrimidin-5-amine, molecular formula is C5H6ClN3, molecular weight is 143.57, as common compound, the synthetic route is as follows.

To a solution of 2-chloro-4-methylpyrimidin-5-amine (300 mg 2.090 mmol) in THF (20 mL) was added triphosgene (620 mg 2.090 mmol) in one portion. The mixture was stirred at 60 for 20 min. LCMS analysis showed the starting material had disappeared ES-LCMS m/z 202.1 (M+MeOH)

Statistics shows that 20090-69-1 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-4-methylpyrimidin-5-amine.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R & D COMPANY LIMITED; CHEUNG, Mui; DEMARTINO, Michael P.; EIDAM, Hilary Schenck; GUAN, Huiping Amy; QIN, Donghui; WU, Chengde; GONG, Zhen; YANG, Haiying; YU, Haiyu; ZHANG, Zhiliu; (391 pag.)WO2016/37578; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia