Tag: M.W:100-200

Related Products of 26452-81-3, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 26452-81-3 as follows.

To a RBF equipped with a reflux condenser containing DME (42.9 mL), EtOH(5.36 mL) was added 4-chloro-6-methoxypyrimidine (1.55 g, 10.72 mmol), 4-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (2.5 g, 10.72 mmol) and 2 M aqNa2CO3 (5.36 mL, 10.72 mmol). The mixture was purged with Ar for 10 mm thenPdC12(dppf)-CH2Cl2Adduct (0.876 g, 1.072 mmol) was added and the reaction mixtureheated at 90 ¡ãC. After 2 h, the reaction was diluted with water and extracted with EtOAc. The organic layer washed with brine and concentrated to give a brown oil. The crude product was purified by normal phase chromatography using heptane and EtOAc as eluents to give 2-(6-methoxypyrimidin-4-yl)-4-methylaniline (670 mg, 29percent) as a solid.MS(ESI)m/z: 216.1 (M+H). ?HNMR(500MHz, CDC13-d) oe 8.79 (d, J1.1 Hz, 1H),7.33 (d, J1.4 Hz, 1H), 7.08 – 7.01 (m, 2H), 6.67 (d, J8.3 Hz, 1H), 5.68 (br. s., 2H), 4.03 (s, 3H), 2.29 (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,26452-81-3, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CORTE, James R.; DE LUCCA, Indawati; FANG, Tianan; YANG, Wu; WANG, Yufeng; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; EWING, William R.; ZHU, Yeheng; WEXLER, Ruth R.; PINTO, Donald J. P.; ORWAT, Michael J.; SMITH, Leon M. II; WO2015/116886; (2015); A1;,
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. 94741-69-2, name is 4-Amino-2-chloro-5-pyrimidinecarbonitrile, molecular formula is C5H3ClN4, 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. Product Details of 94741-69-2

EXAMPLE 94; A mixture of 2-chloro-5-cyano-6-amino pyrimdine (0,1 g), 3,4,5-trimethoxy aniline (0.71 mmol), palladium(II) acetate (1 mol%), 9.9-dimethyI-4,5- bis(diphenylphosphino)xanthene (1.5 mol%) and cesium carbonate (L29 mmol) in dioxane (2 mL) was heated in a microwave at 1500C for 20 minutes, cooled, filtered through diatomaceous earth (Celite) and concentrated.. The concentrate was purified by HPLC on a C18 column with acetonitrile/water/0.1% trifluoroacetic acid, 1H NMR (DMSOd6) delta 9 35 (br s, IH), 8.15 (s, IH), 6.45 (s, 2H), 5,5 (s, 2H), 3.73 (s, 6H), 3.70 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 94741-69-2.

Reference:
Patent; ABBOTT LABORATORIES; WO2007/140233; (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

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

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

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

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,
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Synthetic Route of 3435-25-4, 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. 3435-25-4, name is 4-Chloro-6-methylpyrimidine, molecular formula is C5H5ClN2, 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.

[0484] Procedure: To a stirred solution of compound (2-(piperidin-4-yl)ethyl)sulfamide hydrochloride (0.1 g, 0.41 mmol) in DMF (4 mL) was added 4-chloro-6-methylpyrimidine (0.058 g, 0.45 mmol) and aqueous solution of potassium carbonate (0.113 g, 0.82 mmol) and the resulting reaction mixture was stirred at 90 C for 12 h. The progress of the reaction was monitored by TLC. Then the reaction was quenched with water (20 mL) and extracted with ethyl acetate (2 ¡Á 30 mL). The combined organic layers were washed with brine (30 mL), dried over sodium sulphate, filtered and evaporated under reduced pressure. The crude obtained was purified by combiflash purifier using ethyl acetate in n-hexane to afford N-(2-(1-(6-methylpyrimidin-4-yl)piperidin-4-yl)ethyl)sulfamide (0.011 g , 11.4 %). 1HNMR (400 MHz, DMSO-d6): delta 8.31-(s, 1H), 6.65 (s, 1H), 6.42 (s, 2H), 6.36-6.39 (m, 1H), 4.30-4.40 (m, 2H), 2.89 (q, J = 7.2 Hz, 2H), 2.81-(t, J = 11.2 Hz, 2H), 2.21(s, 3H), 1.62-1.70 (m, 3H), 1.38 (q, J = 7.2 Hz, 2H), 0.96-1.05 (m, 2H). LC-MS (ES) m/z = 300.1 [M+H]+.

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 3435-25-4, 4-Chloro-6-methylpyrimidine.

Reference:
Patent; MAVUPHARMA, INC.; GALLATIN, William Michael; ODINGO, Joshua; DIETSCH, Gregory N.; FLORIO, Vincent; VENKATESHAPPA, Chandregowda; DURAISWAMY, Athisayamani Jeyaraj; (273 pag.)WO2019/46778; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 34171-40-9, 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. 34171-40-9, name is 2,4-Dichloro-5-ethylpyrimidine. A new synthetic method of this compound is introduced below.

Preparation of 2-chloro-5-ethyl-4-(4-methoxybenzyloxy)pyrimidineIn a round bottom flask, (4-methoxyphenyl)methanol (859 mg) and lithium f-butoxide (453 mg) are stirred in THF (5.65 ml_) at 70 C for 15 minutes and then cooled to room temperature. In a separate flask, 2,4- dichloro-5-ethylpyrimidine (1.00 g) is dissolved in DMF (10 ml_) and this solution is than transferred dropwise (over 30 minutes) to the previous mixture at 0 C and then let warmed to room temperature. After 3 hours, the reaction proved to be completed by GC-MS with an isomers ratio of ~ 18 / 1. Reaction mixture diluted with ethyl acetate and washed twice with water, once with brine, dried over sodium sulfate, filtered and concentrated to afford the crude. The residue was purified by flash column chromatography (S1O2, 5%-30% ethyl acetate / heptane) to provide 2-chloro-5-ethyl-4-(4- methoxybenzyloxy)pyrimidine (787 mg, 50%) as a colorless oil (Isomers ratio after purification ~ 32 / 1 ). MS (M+1 ): 279.0. 1H NMR (400 MHz, CDCI3) delta ppm 1.16 (m, J=7.43, 7.43 Hz, 3 H), 2.52 (q, J=7.62 Hz, 2 H), 3.81 (s, 3 H), 5.37 (s, 2 H), 6.85 – 6.95 (m, 2 H), 7.34 – 7.43 (m, 2 H), 8.10 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,34171-40-9, 2,4-Dichloro-5-ethylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; ASPNES, Gary Erik; DIDIUK, Mary Theresa; GUZMAN-PEREZ, Angel; MAGUIRE, Robert John; WO2011/158149; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3764-01-0, Adding some certain compound to certain chemical reactions, such as: 3764-01-0, name is 2,4,6-Trichloropyrimidine,molecular formula is C4HCl3N2, 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 3764-01-0.

2,4,6-trichloropyrimidine (8) 10.00 g, 54.52 mmol) was added to a 250 mL three-necked flask.Add 100mL of dichloroMethane, stirred and dissolved, added DIEA (8.50 mL, 48.70 mmol), cooled to -78 C, slowly added morpholine (4.30 mL,49.40mmol), after adding, the reaction was stirred for 1 to 2 hours, TLC (petroleum ether: ethyl acetate = 6:1) was used to detect the reaction of the starting material 8 and the reaction was stopped. The reaction solution was poured into 150 mL of water, and the mixture was separated. Methyl chloride layer, the aqueous layer was extracted with 50 mL of dichloromethaneThe methylene chloride layer was combined and washed twice with saturated sodium chloride solution (80 mL¡Á2), dried over anhydrous Na 2 SO 4 , filtered and filtered.The crude product was obtained by adding a mixed solvent (petroleum ether: ethyl acetate = 50:1, 100 mL) for 2 hours, suction filtration, and drying to give a white solid.The body was 9.4 g, and the yield was 73.7%.

According to the analysis of related databases, 3764-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; China Pharmaceutical University; Hefei Medical Engineering Pharmaceutical Co., Ltd.; Xu Yungen; Zhu Qihua; Wang Junwei; Chu Zhaoxing; Li Hui; Ge Yiran; He Guangwei; (22 pag.)CN109810100; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia