Tag: M.W=300-400

Adding a certain compound to certain chemical reactions, such as: 332133-92-3, 4-(Tributylstannyl)pyrimidine, 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, Application In Synthesis of 4-(Tributylstannyl)pyrimidine, blongs to pyrimidines compound. Application In Synthesis of 4-(Tributylstannyl)pyrimidine

A mixture of 3 -(8-amino-S -bromo-2-(2-chloro-6-fluorobenzyl)-[1,2,4jtriazolo[1,5-ajpyrazin-6-yl)benzonitrile(51 mg, 0.11 mmol), CuT (4.2 mg,0.021 mmol), CsF (33 mg, 0.22 mmol), tetrakis(triphenylphosphine)palladium(0) (12mg, 0.012 mmol), and 4-(tributylstannyl)pyrimidine (49 mg, 0.13 mmol) in 1,4- dioxane (2 mL) was heated at 140 C for 1 h in a microwave reactor. The reaction mixture was concentrated under vacuum and the resulting residue was purified with flash chromatography to give the desired product as a light yellow oil. LC-MScalculated for C23H15C1FN8 (M+H): m/z = 457.1 found 457.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,332133-92-3, 4-(Tributylstannyl)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; INCYTE CORPORATION; HOANG, Gia; WANG, Xiaozhao; CARLSEN, Peter Niels; GAN, Pei; LI, Yong; QI, Chao; WU, Liangxing; YAO, Wenqing; YU, Zhiyong; ZHU, Wenyu; (333 pag.)WO2020/10197; (2020); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 153435-63-3, Adding some certain compound to certain chemical reactions, such as: 153435-63-3, name is 2-(Tributylstannyl)pyrimidine,molecular formula is C16H30N2Sn, 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 153435-63-3.

Example 6 4-tert-butyl-7V-[6-(2-hydroxyethoxy)-5-(2-methoxyphenoxy)-[2,2′]bipyrimi(iinyl- 4-yl] -benzenesu lfonam ide (Bosentan)To a solution of 13 (3 g, 5 mmol), dry cesium fluoride (1.7 g, 11 mmol) and bis(tri-t-butylphosphine)palladium (0) (255 mg, 0.5 mmol) in dry 1,4-dioxane (60 mL) was added 2-tributylstannyl pyrimidine (2.2 g, 6.0 mmol). The reaction mixture was stirred at 100-110 0C for 16 h under a stream of nitrogen, then cooled to room temperature and filtered through a pad of Celite. The filtrate was concentrated and the resulting residue was purified by column chromatography on silica gel. The title compound (2.23 g, 81 %) was obtained as a pale yellow solid. The crude bosentan was taken up in 6.7 mL of absolute ethanol at reflux. Water (6.7 mL) was added dropwise at reflux. The resulting suspension was allowed to slowly cool to 20-250C. The precipitate was filtered and air-dried at 250C to afford 2.0 g of bosentan monohydrate (70 % yield) as a white solid.1H-RMN (200 MHz, de-DMSO): 1.29 (s, 9H); 3.85 (m, 2H); 3.93 (s, 3H); 4.59 (m, 2H); 6.81-7.18 (m, 4H), 7.43 (d, J = 8.0 Hz, 3H); 8.45 (d, J = 8.0 Hz, 2H); 9.01 (s, 2H) ppm.DSC-TG: endothermic peak at 116.53 0C, with a loss of weight of 3.1 % (monohydrate).D10: 1.36 mum, D50: 20.32 mum, D90: 56.64 mum

According to the analysis of related databases, 153435-63-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INKE, S.A.; RODRIGUEZ ROPERO, Sergio; HUGUET CLOTET, Juan; WO2010/12637; (2010); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 330786-24-8, 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 330786-24-8, name is 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (100.00 mg, 329.68 mumol) was weighed in a single-mouth flask and anhydrous tetrahydrofuran (10 ml) was added. , Triphenylphosphine (259.42mg, 989.04mumol) was added under argon protection.(S)-3-(4-hydroxyphenyl)-1-(piperidin-1-yl)prop-2-en-1-one (51.17 mg, 329.68 mumol), Diethyl azodicarboxylate (199.99 Mg, 989.04 [mu]mol), overnight at room temperature, complete reaction monitored by TLC. The reaction solution was concentrated and column chromatography afforded BTK-187 mg in a yield of 83.65%.

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 330786-24-8, 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine.

Reference:
Patent; Shanghai Institute of Technology; Yao Zhiyi; Yang Yan; Xia Xiaoming; Xue Nannan; Shu Qisheng; Wang Qingxuan; Wang Dongsheng; (7 pag.)CN107827892; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 934524-10-4, 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. 934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine. A new synthetic method of this compound is introduced below.

(+/-)-trans-Methyl 3 -aminobicyclo[2.2.2]octane-2-carboxylate (500 mg, 2.51 mmol) and 2,4-dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine (780 mg, 2.28 mmol) were dissolved in DMF (10 mL), then potassium carbonate (630 mg, 4.56 mmol) was added. The mixture was stirred at rt overnight. To the reaction mixture was added water (50 mL) to quench the reaction, and the resulting mixture was extracted with ethyl acetate (50 mL x 2). The combined organic layers were washed with saturated brine (80 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 10/1) to give the title compound as a yellow solid (803 mg, 72 %).MS (ESI, pos.ion) m/z: 490.50 [M+H]+1H NMR (400 MHz, CDC13) (ppm): 8.09 (d, J = 8.2 Hz, 2H), 7.44 (d, J = 3.9 Hz, 1H), 7.32 (d, J = 8.1 Hz, 2H), 6.48 (s, 1H), 4.52 (t, J = 5.8 Hz, 1H), 3.73 (s, 3H), 2.42 (s, 3H), 1.99 (s, 1H), 1.86 (s, 1H), 1.73 (s, 2H), 1.70 – 1.37 (m, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,934524-10-4, 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
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Pyrimidine – Wikipedia

Related Products of 131860-97-4, 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 131860-97-4, name is (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate. This compound has unique chemical properties. The synthetic route is as follows.

Dimethylacetamide (DMAA, 400ml), 2-Cyanophenol (0.2M, 28g) and NaOH (0.225M, 9g) were placed at ambient temperature into the three-necked IL flask equipped with stirrer, condenser and thermometer. Half the amount of DMAA containing water traces was distilled at vacuum 20mbar/60-65C and the mixture was kept at vacuum 20mbar/ room temperature for Ih. The same amount of prime DMAA was added and Compound (I) (0.2M, 64g) was fed into the flask.The reaction mixture was heated to 100 C and kept at these conditions for 5 hours (monitored by HPLC – conversion of Compound (I) to Azoxystrobin 98-99%).DMAA was distilled at vacuum 20mbar/65-70C. At the end of the distillation the temperature can be increased up to 90-100C.40Og Butylacetate (BuAc) and 20Og water were added to the reaction mixture at 50-60C, the temperature was increased to 80C and stirred 10-15min. The water phase was separated at 800C to remove DMAA traces and inorganic salts.For crystallization the BuAc phase was slowly cooled from 800C to -5C. Filtration was done using filter No.2. The cake was washed with 60 ml cooled Butylacetate or methanol and further dried in oven at 80C during 15 hours. Azoxystrobin with purity 98-99% and a yield of 90-92% was obtained.

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 131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate.

Reference:
Patent; MAKHTESHIM CHEMICAL WORKS LTD.; WO2008/75341; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 428854-24-4, 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 428854-24-4 as follows.

Example 48 4-Amino-2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pteridin-7(8H)-one 300 mg (0.856 mmol) of the compound from example 1A were dissolved in 20 ml of ethanol, and 187 mul (0.942 mmol) of a 50% solution of ethyl glyoxalate in toluene were added. The mixture was heated to reflux for 1 h, 2 drops of concentrated sulfuric acid were added and the mixture was heated to reflux for a further 16 h. The precipitate was filtered off and dried under high vacuum. 83 mg of the title compound were obtained (23% of theory). LC-MS (method 3): Rt=0.93 min; MS (EIpos): m/z=389 (M+H)+. 1H NMR (400 MHz, DMSO-d6): delta [ppm]=5.85 (s, 2H), 7.13-7.26 (m, 3H), 7.34-7.39 (m, 1H), 7.43 (dd, 1H), 7.74-8.01 (m, 3H), 8.66 (dd, 1H), 9.17 (dd, 1H), 12.86 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,428854-24-4, its application will become more common.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Follmann, Markus; Stasch, Johannes-Peter; Redlich, Gorden; Ackerstaff, Jens; Griebenow, Nils; Knorr, Andreas; Wunder, Frank; Li, Volkhart Min-Jian; Baerfacker, Lars; Weigand, Stefan; US2014/148433; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1421372-94-2, 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 1421372-94-2 as follows.

To a solution of 1 (393 mg, 1 mmol) and thiomorpholine(154 mg, 1.5 mmol) in DMF (20 mL), DIPEA (194 mg, 1.5 mmol) wasadded. After stirring at 60 C for 4 h, the mixture was poured intoice water. The resulting precipitate was filtered off, washed withwater, and dried under vacuum to give the product as a yellowsolid. 66% yield. 1H NMR (400 MHz, Chloroform-d) d 9.62 (s, 1H),8.39 (t, J 5.1 Hz, 1H), 8.25 (s, 1H), 8.17 (dd, J 6.4, 2.5 Hz, 1H), 7.59(s, 1H), 7.45e7.39 (m, 1H), 7.31 (td, J 4.2, 3.6, 1.9 Hz, 1H), 7.20 (dd,J 8.2, 5.3 Hz, 1H), 6.63 (s, 1H), 4.00 (s, 3H), 3.94 (s, 3H), 3.39e3.25(m, 4H), 2.90e2.77 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1421372-94-2, its application will become more common.

Reference:
Article; An, Baijiao; Pan, Tingting; Hu, Jinhui; Pang, Yanqing; Huang, Ling; Chan, Albert S.C.; Li, Xingshu; Yan, Jun; European Journal of Medicinal Chemistry; vol. 183; (2019);,
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. 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide. A new synthetic method of this compound is introduced below., Recommanded Product: 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Intermediate 3 (5 g, 1 equivalent) was added to dimethyl sulfoxide (DMSO) (13 volumes) followed by addition of HEP (3 molar equivalents). The reaction mixture was maintained between 25-300C for 15-24 hours. Water (20 volumes) was added and maintained at this temperature for 45 minutes. The resultant solid was filtered and washed with water and dried in a vacuum tray drier at 500C for 8-12 hours. The isolated solid weighed 4.5 g. XRPD characterisation showed the isolated product to be crystalline dasatinib monohydrate substantially matching the XRP diffractogram according to Figure 1. Chemical Purity >; 97% as measured by HPLC.

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, 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide.

Reference:
Patent; GENERICS [UK] LIMITED; MYLAN INDIA PRIVATE LIMITED; GORE, Vinayak Govind; PATKAR, Laxmikant; BAGUL, Amit; VIJAYKAR, Priyesh Surendra; EDAKE, Mahesh; WO2010/139980; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, 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, Application In Synthesis of 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, blongs to pyrimidines compound. Application In Synthesis of 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide

Example 15; Procedure for the Preparation of Dasatinib Form JA mixture of compound 1 (0.45 g, 1.14 mmol), N-(2-hydroxyethyl)piperazine (0.30 g, 2.30 mmol) and N-ethyldiisopropylamine (0.30 ml, 1.75 mmol) in DMSO (5 ml) was stirred at 60-65 C. for 2 hours. Acetone (20 ml) was slowly added at this temperature followed by H2O (30 ml). The solution was slowly cooled to 0-5 C. The product was filtered off and washed with acetone (5 ml) and dried on the filter, than dried under reduced pressure at 40 C. for 6 hours. Yield: 0.44 g.

The synthetic route of 302964-08-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIMO, Ondrej; Filipcik, Jiri; Martaus, Alexandr; Jegorov, Alexandr; Gavenda, Ales; Aronhime, Judith; Vraspir, Pavel; Koltai, Tamas; Faustmann, Jiri; Gabriel, Roman; US2009/118297; (2009); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 1231930-42-9, Adding some certain compound to certain chemical reactions, such as: 1231930-42-9, name is 6-(2-Chloro-5-fluoropyrimidin-4-yl)-4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazole,molecular formula is C15H13ClF2N4, 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 1231930-42-9.

Compound 9 (24.23 g, 110 mmol) and toluene (160 mL) were added to a three-neck flask. Stir well and cool to -5 to 0 C. Add hexamethylsilylamine lithium tetrahydrofuran solution (1.0 M, 120 mL, 120 mmol), After stirring at low temperature for 30 to 45 minutes, compound 5 (32.27 g, 100 mmol) was added dropwise. After the addition is completed, the temperature is raised to room temperature at 25 to 30 C for 10 to 16 hours. At the end of the reaction, saturated ammonium chloride (323 mL) was added. Extracted 3 times with ethyl acetate (160 mL). The organic phase was washed twice with saturated brine (160 mL). Dry over anhydrous sodium sulfate, After concentration, it was recrystallized from methylene chloride ethyl acetate mixture to afford compound 10 (43.57 g, 86%).Compound 10 (50.66 g, 100 mmol) was added to a three-necked flask. Add absolute ethanol (251 mL), After stirring and stirring, methanesulfonic acid (14.42 g, 150 mmol) was added. After the addition is completed, the temperature is raised to 50 to 55 C for 4 to 5 hours. The reaction was slowly cooled to 0 to 5 C for 1 hour. filter, The solid was washed with ethanol (50 mL). dry, The product Abemaciclib methanesulfonate 11 (56.65 g, 94%) was obtained.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1231930-42-9, 6-(2-Chloro-5-fluoropyrimidin-4-yl)-4-fluoro-1-isopropyl-2-methyl-1H-benzo[d]imidazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Zheng Xuchun; Zhang Yiping; Wu Yihua; (12 pag.)CN109761959; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia