Day: March 18, 2021

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. 148550-51-0, name is Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below., SDS of cas: 148550-51-0

To a stirred solution of Example 13 (1.87 g, 6.94mmol) in dry acetonitrile (10 mL), potassium carbonate (2.87 g, 20.8 mmol, Spectrochem) and ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate (1.6 g, 6.94 mmol, synthesis described in Example 98, steps, 1 and 2) were added. The resulting mixture was stirred at rt for 3 h. It was then filtered through celite and concentrated. The crude product was diluted with dichloromethane (25 mL), washed with water and dried over anhydrous Na2SO4. After evaporation of the solvent, the crude product was purified by flash column chromatography to afford the title compound (white solid). 1H NMR (400 MHz, DMSO-d6): delta 8.74 (s, 1H), 6.78-6.72 (m, 2H), 5.97 (s, 1H), 4.38-4.36 (m, 1H), 3.81 (s, 2H), 2.37-2.47 (m, 9H), 1.26 (d, J = 2.84 Hz, 3H), LCMS: (Method A) 385.2 (M+H), Rt. 3.22 min, 98.6percent (Max).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 148550-51-0, Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate.

Reference:
Patent; ASCENEURON S. A.; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; KOEK, Johannes Nicolaas; (64 pag.)WO2017/144635; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 55583-59-0, 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. 55583-59-0, name is 2,5-Diamino-4,6-dichloropyrimidine, molecular formula is C4H4Cl2N4, 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.

In the reaction vessel,4,6-Dichloropyrimidine-2,5-diamine(1.00 g, 5.59 mmol), phenylboronic acid(0.681 g, 5.59 mmol), sodium carbonate(2.96 g, 27.9 mmol), and tetrakis(Triphenylphosphine) palladium (0) (323 mg, 0.279 mmol) in toluene (56 mL),Ethanol (14 mL) and distilled water (14 mL)The reaction mixture was cooled to room temperature after stirring for 20 hours under heating reflux conditions under argon atmosphere.Distilled water (6 mL) was added and stirred, and the separated aqueous layer was extracted three times with ethyl acetate (20 mL). Thereafter, the total amount of organic layers is combined, saturated aqueous sodium chloride solution (20 mL) is added thereto, the mixture is stirred for washing, and the separated organic layer is dehydrated by adding anhydrous sodium sulfate,The filtrate after filtration was concentrated under reduced pressure. The concentrate thus obtained is purified by flash column chromatography (silica gel, n-hexane / ethyl acetate),4-Chloro-6-phenylpyrimidine-2,5-diamine was obtained(590 mg, 48% yield).

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 55583-59-0, 2,5-Diamino-4,6-dichloropyrimidine.

Reference:
Patent; Microbial Chemistry Research Foundation; Kumagai, Naoya; Noda, Hidetoshi; Asada, Yasuko; Shibazaki, Masakatsu; (48 pag.)JP2019/64981; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 56844-40-7, 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one, 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, 56844-40-7, blongs to pyrimidines compound. Safety of 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one

Compound 5 (1.00 g, 4.33 mmol) was mixed with (2-methoxyphenyl)boronic acid (795 mg, 5.23 mmol), fine powdered K2CO3 (1.44 g, 10.39 mmol), Pd(PPh3)4 (50 mg, 0.04 mmol) and 1/1 1,4-dioxane/water (30 mL). The reaction was then stirred at 110 C for 5 h under nitrogen atmosphere. The solvent was removed and the product was diluted with water (50 mL). The mixture was filtered and the solid material washed with water (2¡Á75 mL). This was used without further purification. Drying gave 1.02 g (3.95 mmol, 91%) of 6 as a light brown solid, mp 317 C (dec.); 1H NMR (400 MHz, DMSO-d6) delta: 12.48 (s br, 1H), 8.12 (s, 1H), 7.85-7.81 (m, 2H), 7.41-7.35 (m, 1H), 7.21-7.16 (m, 1H), 7.08-7.03 (m, 1H), 3.95 (s, 3H); 13C NMR (100 MHz, DMSO-d6) delta: 163.8, 157.2, 155.3, 146.3, 135.3, 129.8, 128.0, 124.6, 121.2, 120.3, 118.6, 112.4, 55.8; IR (neat, cm-1): 3070, 1668, 1456, 1265, 1020, 865, 775, 759; HRMS (APCI/ASAP, m/z): 259.0537 (calcd. C13H11N2O2S, 259.0541, [M+H]+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,56844-40-7, its application will become more common.

Reference:
Article; Bugge, Steffen; Moen, Ingri Ullestad; Kragseth Sylte, Kent-Ove; Sundby, Eirik; Hoff, Bard Helge; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 175 – 194;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1820-81-1 , The common heterocyclic compound, 1820-81-1, name is 5-Chlorouracil, molecular formula is C4H3ClN2O2, 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.

1-(2′,3′,4′,6′-tetra-O-Acetyl-b-D-glucopyranosyl)-5-chlorouracil (12b). 12b (1.14 g,93%) was obtained as a white amorphous under the following conditions: 5-chlorouracil (487.5 mg, 3.33 mmol), HMDS (3.5 mL), pyridine (1.7 mL), reflux, 30 min.N-Glycosylation: 2b (3.33 mmol), MeCN (25 mL), 11 (1.00 g, 2.56 mmol), 7b (80.5mg, 0.26 mmol, 10 mol%), reflux, 24 h, purification by MPLC (size 120, EtOAc_hexane= 0:100 50:50).

The synthetic route of 1820-81-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shirouzu, Hiroshi; Morita, Hiroki; Tsukamoto, Masaki; Tetrahedron; vol. 70; 22; (2014); p. 3635 – 3639;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 959070-42-9, name is Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate. A new synthetic method of this compound is introduced below., category: pyrimidines

The mixture of ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate (7.9 g, 29.88 mmol) and ethyl 4-((4-methoxybenzyl)amino)butanoate (5 g, 19.92 mmol) in DMF (500 mL) and DIPEA (4.6 g, 35.85 mmol) was heated at 80 C. for 2 h. The reaction mixture was then cooled to room temperature and crushed ice was added. The reaction mixture was extracted with EtOAc (3¡Á100 mL), and the combined EtOAc layer was dried over sodium sulphate, filtered and evaporated under reduced pressure to give a residue which was purified by column chromatography (silica gel, gradient 0-5% EtOAc in hexanes) to afford ethyl 4-chloro-6-((4-ethoxy-4-oxobutyl)(4-methoxybenzyl)amino)-2-(methylthio)pyrimidine-5-carboxylate (5.5 g, 40%). 1H NMR (400 MHz, CDCl3): delta 7.12 (d, J=8.4 Hz, 2H), 6.85 (d, J=8.4 Hz, 2H), 4.66 (s, 2H), 4.16 (q, J=6.8 Hz, 2H), 4.10 (q, J=7.2 Hz, 2H), 3.79 (s, 3H), 3.42 (t, J=7.6 Hz, 2H), 2.45 (s, 3H), 2.24 (t, J=6.8 Hz, 2H), 1.94 (quintet, J=7.2 Hz, 2H), 1.24 (t, J=7.2 Hz, 3H), 1.22 (t, J=7.2 Hz, 3H). LCMS [M+H]: 482

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 959070-42-9, Ethyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate.

Reference:
Patent; ArQule, Inc.; US2010/249110; (2010); 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. 51957-32-5, name is 4-Chloro-5-methylpyrimidine, the common compound, a new synthetic route is introduced below. Computed Properties of C5H5ClN2

A 2 M aqueous Na2CO3 solution (1 .51 ml_) is added to a mixture of 4-chloro-5- methyl-pyrimidine (186 mg) and 4-boronobenzoic acid (200 mg) in N,N- dimethylformamide (5 ml_). The mixture is sparged with argon for 3 min and [1 ,1 ‘- bis(diphenylphosphino)-ferrocene]dichloropalladium dichloromethane complex (100mg) is added. The resulting mixture is stirred at 80C overnight. After cooling to room temperature, water is added and the mixture is treated with charcoal. The solids are filtered off and rinsed with water. The filtrate is extracted with ethyl acetate. The aqueous phase is acidified with 4 M hydrochloric acid and extracted with ethyl acetate. The combined extracts are dried over MgSO4 and concentrated in vacuo. The residue is triturated with diisopropyl ether and the precipitate is filtered off and dried to give the title compound. LC (method 4): tR = 0.77 min; Mass spectrum (EST): m/z = 215 [M+H]+.

The synthetic route of 51957-32-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; NEUROCRINE BIOSCIENCES, INC.; NOSSE, Bernd; BLUM, Andreas; HECKEL, Armin; HIMMELSBACH, Frank; ASHWEEK, Neil J.; HARRIOTT, Nicole; WO2014/37327; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 14394-70-8, Adding some certain compound to certain chemical reactions, such as: 14394-70-8, name is 2-Chloro-5-methylpyrimidin-4-amine,molecular formula is C5H6ClN3, 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 14394-70-8.

[0290] A mixture of l-brorno-3,5-dimethylbenzene (104 muL, 0.77 mmol), 2-chloro-5- methyl-pyrimidin-4-ylamine (104 mg, 0.72 mmol), Pd(OAC)2 (15 mg, 0.07 mmol), Xantphos (83 mg, 0.14 mmol) and potassium terf-butoxide (159 mg, 1.42 mmol) in dioxane (8 mL) was microwaved at 160 C for 20 min. The reaction mixture was cooled to room temperature and filtered rinsing with DCM and methanol. The filtrate was concentrated and purified using gradient flash chromatography (0-100% ethyl acetate in hexanes) to afford the title compound as a yellow oil (89 mg, 50%). MS (ES+): m/z 248 (M+H)+.

According to the analysis of related databases, 14394-70-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 42754-96-1, 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 42754-96-1, name is 4,6-Dichloro-1H-pyrazolo[3,4-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

Add 4,6-dichloro-1H-pyrazolo [3,4-d] pyrimidine 1a (120 mg, 0.63 mmol),4-methoxybenzylamine 1b (87.1 mg, 0.63 mmol) and triethylamine (64.13 mg, 0.63 mmol) were dissolved in 2 mL of a tetrahydrofuran solution and stirred at room temperature for 1 hour.The reaction was stopped and distilled under reduced pressure. The residue was purified by silica gel column chromatography using eluent system A,The title product 1c (140 mg) was obtained in a yield of 76.1%.

According to the analysis of related databases, 42754-96-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Jiangsu Hengrui Pharmaceutical Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; Cao Xiaoli; Du Zhenxing; Wang Likun; (40 pag.)CN110526917; (2019); A;,
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. 99844-02-7, name is 4-(4-Methoxyphenyl)pyrimidin-2-amine, the common compound, a new synthetic route is introduced below. name: 4-(4-Methoxyphenyl)pyrimidin-2-amine

Sodium t-butoxide is added to a stirred suspension of anilino-pyrimidines, substituted sulfones, tris(dibenzylideneacetone)dipalladium(0), and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl in dioxane. The mixture is heated at 80 C. for 72 hours. The reaction is cooled to room temperature, and the mixture is filtered and washed with THF and MeOH. The solvent is removed by evaporation, and the residue is purified by pre-plate with EtOAc/MeOH (10:1.5).

The synthetic route of 99844-02-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; US2006/79543; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 153435-63-3 , The common heterocyclic compound, 153435-63-3, name is 2-(Tributylstannyl)pyrimidine, molecular formula is C16H30N2Sn, 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 round bottom flask containing 4-(5-bromo-thiazol-2-yl)-piperazine-1- carboxylic acid tert-butyl ester (100 mg, 0.29 mmol), 2-tributylstannanyl-pyrimidine (130 mg, 0.36 mmol), cesium fluoride (85 mg, 0.56 mmol) and palladium di-tert- butylphosphine was degassed three times with Ar. Dioxane was added and the formed reaction mixture was stirred at 90 C overnight under Ar. Then the reaction mixture was filter through celite and the solvent was removed under vacuum and crude product was used directly in the next step.

The synthetic route of 153435-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2008/156739; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia