Tag: M.W=300-400

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;,
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Pyrimidine – Wikipedia

Electric Literature of 302964-08-5 ,Some common heterocyclic compound, 302964-08-5, molecular formula is C16H13Cl2N5OS, 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 21; Procedure for the Preparation of Dasatinib Form L2A mixture of compound 1 (0.50 g, 1.27 mmol), N-(2-hydroxyethyl)piperazine (0.33 g, 2.54 mmol) and N-ethyldiisopropylamine (0.43 ml, 2.54 mmol) in DMSO (1.3 ml) was stirred at 80-85 C. for 2 hours. Butan-2-ol (7 ml) was slowly added at this temperature. The solution was slowly cooled to 0-5 C. The product was filtered off, washed with butan-2-ol (10 ml) and dried on the filter, than dried under reduced pressure at 40 C. for 6 hours. Yield: 0.56 g.

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. 302964-08-5, 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide, other downstream synthetic routes, hurry up and to see.

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;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 146533-41-7 ,Some common heterocyclic compound, 146533-41-7, molecular formula is C10H5BrCl2N2, 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.

Add 10.0g of V-1 and 80ml of ethylene glycol dimethyl ether to a single-mouth bottle.6.9 g of ethylene glycol and 14.6 g of potassium t-butoxide were added, and the reaction was stirred under reflux for 15 hours.After the reaction is completed, it is cooled to room temperature.The filtrate was poured into 500 ml of 10% citric acid aqueous solution and stirred for 4 h, and suction filtered.The filter cake was placed in a blast to give 8.1 g of the intermediate.The above solid was added to 48 ml of methanol, and the mixture was refluxed until it was dissolved, and the heating was turned off.The temperature was lowered to room temperature, suction filtered, and the filter cake was dried to give a solid.

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. 146533-41-7, 5-(4-Bromophenyl)-4,6-dichloropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nanjing Zhengda Tianqing Pharmaceutical Co., Ltd.; Wang Liubo; Wang Zubing; Lin Ping; Wu Jing; Wang Huaping; Chai Yuzhu; Xu Dan; Zhu Chunxia; Tian Zhoushan; (8 pag.)CN108727279; (2018); A;,
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Synthetic Route of 635698-56-5, 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 635698-56-5, name is tert-Butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5H)-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

A solution of tert-butyl 2,4-dichloro-7,8-dihydropyrido[4,3-d]pyrimidine-6(5//)- carboxylate (100 mg, 0.329 mmol) and TEA (0.137 mL, 0.986 mmol) in DMF (1.5 mL) was treated with 2-(2-pyridyl)ethyl amine (40.2 mg, 0.329 mmol). The mixture was stirred overnight at room temperature. The reaction mixture was EtOAc (10 mL) and H2O (10 mL), and extracted with EtOAc (2x 10 mL). The combined organic phases were washed with H2O (10 mL) and brine (10 mL), dried over Na2SO4, filtered, and concentrated in vacuo. The resulting residue was purified by gradient elution on silica gel (0 to 100% EtOAc in hexanes to afford the title compound as a pale yellow gum (96 mg, 75%). Data for G-1 : 1H NMR (500 MHz, CDCl3) delta 8.524-8.64 (br m, IH), 7.61-7.69 (br m, IH), 7.15-7.24 (m, 2H), 6.67-6.89 (br m, IH), 4.24 (s, 2H), 3.67 (br m, 2H), 3.08 (t, J= 9.0 Hz, 2H), 2.75 (br s, 2H), 1.51 (s, 9H); LC/MS: rt= 1.35 min, m/z (M+H)= 390.1 found; 390.2 calcd..

According to the analysis of related databases, 635698-56-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BRESLIN, Michael, J.; COLEMAN, Paul, J.; COX, Christopher, D.; RAHEEM, Izzat, T.; SCHREIER, John, D.; WO2011/22213; (2011); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1012785-51-1, 2,4-Dichloro-5-iodo-7H-pyrrolo[2,3-d]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, 1012785-51-1, blongs to pyrimidines compound. SDS of cas: 1012785-51-1

I0444 To a solution of 2,4-dichloro-5-iodo-7H-pyrrolo[2,3-djpyrimidine (131a) (7.2 g,23 mmoi) in thy THF (200.0 mL) was added Pyridine (1.9 mL, 22.94 nunol), Tributyiphosphane(11.5 mL, 45.87 mmoi) and DIAD (9.5 rnL, 4817 mrnoi) lrnderN2, [()-(3,4-dif1uoro phenyl)[(2S,3 S,4R,5R)-3,4,5 -trihydroxytetrahydrofuran-2-yijniethyl] 4-phenyibenzoate (I 31b) (10.1 g,2294 inmol) in dry TI-IF (100.0 mL) was added to the reaction mixture at once. The reactionmixture was stirred at 25 C fbr 2 h under N2. The mixture was concentrated in vacuum to give crude product which was purified by combi-flash eluted with CH3CN in 1-120 from 100% to90 0%to afford (R,)-[2S 3S 4R 5R) -5-(2 4dichlo1oSiodornHolo[2 3-dIprimidin–d)3 4-dihvdroxy-tetrahydrofiiran-2-yi]-(3.4-difiuorophenvi) -methyl] 4-phenyibenzoate (131 c) (6,6 g,8.9 rnmoi, 39 % yield) as a yellow solid. LCMS [M±H]: 7380.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1012785-51-1, its application will become more common.

Reference:
Patent; PRELUDE THERAPEUTICS, INCORPORATED; LUENGO, Juan; LEAL, Raul, A.; LIN, Hong; SHETTY, Rupa; (166 pag.)WO2018/85833; (2018); A2;,
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Electric Literature of 761440-16-8, 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. 761440-16-8, name is 2,5-Dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine, molecular formula is C13H13Cl2N3O2S, 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.

Another method for preparing compound 13: Under the protection of nitrogen, compound 2-isopropoxy-5-methyl-4-(2,2,6,6-d4-piperidin-4-yl) aniline dihydrochloride (0.50 g, 1.54 mmol), 2,5- dichloro -N- (2-(isopropylsulfonyl) phenyl) pyrimidin-4-amine (0.58 g, 1.69 mmol) and isopropanol (6 ml) were added into a flask, the reaction was warmed to 85C and conducted overnight, and the reaction was monitored as being substantially completed by HPLC. The reaction mixture was cooled to room temperature, and stirred for 3 hours to precipitate the solid. The mixture was filtered, and the filter cake was beating washed with cold isopropanol to give the desired product hydrochloride. The hydrochloride was dissolved in pure water, an aqueous solution of sodium carbonate was added dropwise slowly to neutralize the pH to 8.5, and then extracted with ethyl acetate for three times. The combined organic phase was dried over anhydrous sodium sulfate, and concentrated to give the desired product as a white solid (0.68g, yield: 78%). MS Calcd.: 561; MS Found: 562 (M+H) +, 584 (M+Na)+. HNMR (DMSO-d6+ D2O, 400 MHz) delta 8.47 (d, J=7.6 Hz, 1H), 8.24 (s, 1H), 7.85-7.83 (dd, J=7.6, 2.0 Hz, 1H), 7.62 (t, J=7.6 Hz, 1H), 7.52 (s, 1H), 7.36 (t, J=7.6 Hz, 1H), 6.79 (s, 1H), 4.53-4.50(m, 1H), 3.45-3.38 (m, 1H), 2.94-2.92 (m, 1H), 2.33 (s, 3H), 1.79-1.64 (m, 4H), 1.21 (d, 6H), 1.15 (d, 6H).

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 761440-16-8, 2,5-Dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine.

Reference:
Patent; Suzhou Zelgen Biopharmaceuticals Co. Ltd.; LV, Binhua; LI, Chengwei; CAO, Benwen; PANG, Xudong; (62 pag.)EP2990405; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 139756-21-1, 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. 139756-21-1, name is 5-(2-Ethoxyphenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one, molecular formula is C17H20N4O2, 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.

Preparation of intermediate 1-18a: 5-(2-ethoxy-5-iodo-phenyl)-1 -methyl-3- propyl-6H-pyrazolo[4,3-dlpyrimidin-7-one To a solution of intermediate l-09a (10 g, 32 mmol) in TFA (50 mL) was added N-lodosuccinimide (NIS) (8.6 g, 38.4 mmol) at 0 C. The mixture solution was stirred at r.t. overnight. The mixture was quenched with aqueous water and extracted with EtOAc, the organic layer was washed with brine, dried over anhydrous Na2SO4, concentrated to give the crude product which was purified by the column to give the intermediate 1-18a (1 1 g, 79 %) as a white solid. ESI-MS (M+1 ): 439.1 ; calc. for Ci7H19IN4O2: 438.0.

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 139756-21-1, 5-(2-Ethoxyphenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one.

Reference:
Patent; FUNDACION PARA LA INVESTIGACION MEDICA APLICADA; CUADRADO TEJEDOR, Maria del Mar; GARCIA OSTA, Ana Maria; OYARZABAL SANTAMARINA, Julen; RABAL GRACIA, Maria Obdulia; SANCHEZ ARIAS, Juan Antonio; UGARTE BAZTAN, Ana; (112 pag.)WO2016/20307; (2016); 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 916420-27-4, name is tert-Butyl 2,4-dichloro-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. name: tert-Butyl 2,4-dichloro-5,6-dihydropyrido[3,4-d]pyrimidine-7(8H)-carboxylate

Step 1- tert-butyl 2-chloro-4-(pyridin-4-yl)-5,6-dihydropyrido[3,4-d]pyrimidine- 7(8H)-carboxylate (ij): 4-(Tributylstannyl)pyridine (247 mg, 0.671 mmol), t-butyl 2,4- dichloro-5,6-dihydropyrido-[3,4-d]pyrimidine-7(8H)-carboxylate (bx) (200 mg, 0.6 mmol) and tetrakis(triphenylphosphine)palladium(0) (76 mg, 0.066 mmol) were dissolved in 1,4- Dioxane (7 mL). The reaction was micro waved at 1300C for 20 minutes The reaction mixture was concentrated on silica gel and purified by flash chromatography (100% Hex to 80% EtOAc/Hex) to give compound ij as a white solid: LC/MS: m/z = + 347.8 (M +H)+.

With the rapid development of chemical substances, we look forward to future research findings about 916420-27-4.

Reference:
Patent; GENENTECH, INC.; BERGERON, Philippe; COHEN, Frederick; ESTRADA, Anthony; KOEHLER, Michael, F. T.; LAU, Kevin, Hon Luen; LY, Cuong; LYSSIKATOS, Joseph, P.; ORTWINE, Daniel, Fred; PEI, Zhonghua; ZHAO, Xianrui; WO2010/14939; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, 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, Product Details of 131860-97-4, blongs to pyrimidines compound. Product Details of 131860-97-4

EXAMPLE 4 A solution of the potassium salt of 2-cyanophenol was prepared by mixing 2-cyanophenol (13.2 g) and potassium hydroxide (6.8 g) in water (7 g). This solution was added to (E)-methyl 2-[2-(6-chloropyrimidin-4-yloxy)phenyl]-3-methoxypropenoate (32.8 g) over 5 minutes while maintaining the temperature at 95-100 C. The resulting mixture was stirred at 120-20 C. for 2 hours. The reaction mixture was mixed with water and toluene and the organic layer separated. The toluene solution contained (E)-methyl 2-[2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl]-3-methoxypropenoate (61.5% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,131860-97-4, (E)-Methyl 2-(2-((6-chloropyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate, and friends who are interested can also refer to it.

Reference:
Patent; ZENECA Limited; US6153750; (2000); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1337962-47-6, 5-Bromo-2,6-di(1H-pyrazol-1-yl)pyrimidin-4-amine, 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, 1337962-47-6, blongs to pyrimidines compound. Quality Control of 5-Bromo-2,6-di(1H-pyrazol-1-yl)pyrimidin-4-amine

To a suspension of 50mg (0.1633 mmol) of 5-bromo-2,6-di(1H-pyrazol-1-yl)- pyrimidin-4-amine (Form F) in lmL ethyl acetate was added 54.5uL HC1 aqueous solution (6M, 0.3266 mmol) dropwise. The mixture was stirred at 50 degree C for 20 hours. The mixture was cooled to room temperature within 2 hours and the stirring was maintained for another 1 hour. The solid was collected with vacuum filtration and dried at r.t overnight. 5-bromo-2,6-di(1H- pyrazol-1-yl)-pyrimidin-4-amine di-hydrochloride hydrate was obtained as a crystalline Form B. The solid was analyzed by XRPD after isolation.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1337962-47-6, its application will become more common.

Reference:
Patent; NOVARTIS AG; CUI, Kai; KONG, Weiyong; CASTRO-PALOMINO LARIA, Julio Cesar; (100 pag.)WO2018/220546; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia