Tag: M.W:200-300

Related Products of 1260088-72-9, 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.1260088-72-9, name is 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine, molecular formula is C8H8Cl2N2O, molecular weight is 219.0679, as common compound, the synthetic route is as follows.

General procedure: A mixture of 2,4-dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine7 (257mg, 1.173 mmol), 1H-pyrazolo[4,3-c]pyridin-3-amine (291 mg, 1.735 mmol), N,N-diisopropylethylamine (0.40 mL, 2.3 mmol) and N,N-dimethylformamide (4.0 mL) was heated at 70 C for 2 hours. The reaction mixture was diluted with ethyl acetate, washed with water (2x) and brine, dried over magnesium sulfate, filtered, and evaporated in vacuo. The crude product was purified via flash chromatography on silica gel (24 silica, solvent gradient: 0-100% ethyl acetate in dichloromethane followed by 10% methanol indichloromethane) to yield 176.7 mg of the title compound.

Statistics shows that 1260088-72-9 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-7,7-dimethyl-5,7-dihydrofuro[3,4-d]pyrimidine.

Reference:
Article; Hanan, Emily J.; Baumgardner, Matt; Bryan, Marian C.; Chen, Yuan; Eigenbrot, Charles; Fan, Peter; Gu, Xiao-Hui; La, Hank; Malek, Shiva; Purkey, Hans E.; Schaefer, Gabriele; Schmidt, Stephen; Sideris, Steve; Yen, Ivana; Yu, Christine; Heffron, Timothy P.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 2; (2016); p. 534 – 539;,
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Related Products of 16097-63-5, 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 16097-63-5, name is 4-Chloro-2-(methylsulfanyl)-6-(trifluoromethyl)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A 250-mL round bottom flask was charged with 4-chloro-2-(methylthio)-6- (trifluoromethyl)pyrimidine (2.50 g, 10.9 mmol) in dichloromethane (20 mL). To this solution at 0 C was added a solution of m-CPBA in dichloromethane (40 mL) over 7 minutes. After stirring for 7 h, the reaction mixture diluted with dichloromethane and washed with saturated sodium thiosulfate (25 mL), saturated sodium carbonate (2 x 10 mL), and saturated sodium chloride (2 x 10 mL). The organic layer was dried over sodium sulfate, filtered, and concentrated under reduced pressure to afford the title compound (2.89 g, 100%) as a white solid. MW = 260.62. ]H NMR (CDC13, 300 MHz) delta 7.90 (s, 1H), 3.44 (s, 3H).

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 16097-63-5, 4-Chloro-2-(methylsulfanyl)-6-(trifluoromethyl)pyrimidine.

Reference:
Patent; TETRA DISCOVERY PARTNERS, LLC.; GURNEY, Mark, E.; HAGEN, Timothy, J.; MO, Xuesheng; VELLEKOOP, A.; ROMERO, Donna, L.; CAMPBELL, Robert, F.; WALKER, Joel, R.; ZHU, Lei; WO2014/66659; (2014); A1;,
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Related Products of 1032452-86-0, 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 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of methyl p-aminobenzoate hydrochloride (4.24 g, 22.60 mmol) and p-toluenesulfonicacid (3.90 g, 22.60 mmol) in 1, 4-dioxane (80 mL) was added 1 (5.0 g, 20.52 mmol). The reaction wasmonitored by TLC and stirred at 85 C for 3 h. After cooling to room temperature, 6 mL of ammoniawater was added dropwise followed by addition of 80 mL of H2O. The mixture was stirred at roomtemperature overnight with the resulting precipitate being filtered. The filter residue was washed withwater and dried to give compound 2 (5.85 g, yield: 79%) as an orange-yellow solid, which was usedin the following reaction without further purification. 1H NMR (600 MHz, DMSO-d6) delta 9.85 (s, 1H),8.61 (d, J = 8.1 Hz, 1H), 8.42 (d, J = 5.3 Hz, 1H), 8.34 (s, 1H), 8.02 (d, J = 8.4 Hz, 2H), 7.93 (d, J = 8.4 Hz,2H), 7.56 (d, J = 8.3 Hz, 1H), 7.33-7.28 (m, 2H), 7.24 (t, J = 7.5 Hz, 1H), 3.91 (s, 3H), 3.84 (s, 3H).

According to the analysis of related databases, 1032452-86-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Dong, Hang; Yin, Hao; Zhao, Chunlong; Cao, Jiangying; Xu, Wenfang; Zhang, Yingjie; Molecules; vol. 24; 13; (2019);,
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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. 1374639-77-6, name is (2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)methanol, the common compound, a new synthetic route is introduced below. Safety of (2-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidin-6-yl)methanol

A dry, nitrogen-flushed ACE-100L Reaction vessel is charged with 97.3 g of sodium cyanide, 2,500 g of (2-chloro-7-cyclopentyl-7H-pyrrolo[2,3-c]pyrimidin-6-yl)methanol, A1c, 16,680 g (19.5 L) of dimethylamine, A1a (2.0M solution in THF), and 28,320 g (30.0 L) of anhydrous N,N-dimethylformamide. The mixture is stirred at 20±3 C. for 15 min. 2.06 kg of manganese(IV) oxide is then added. The dark slurry is stirred for 30 min and 12.36 Kg of manganese (IV) oxide is added in three portions (1st portion: 2.06 kg; 2nd portion: 4.12 g, and 3rd portion: 6.18 kg) every 30 min. After the last portion has been added, the sample is held for 1 h and then 6.18 kg of manganese(IV) oxide is added. The sample is held for 1 h. The reaction mixture is then sampled. The reaction is considered complete if the starting material, A1c is ?1.0±0.5% as determined by HPLC analysis. The reaction mixture is then filtered through a pad of celite to remove manganese (IV) oxide. The reactor and cake are rinsed with 23 L of ethyl acetate. The filtrate and distil are combined under reduced pressure (45±3 C., 20 mbar) to remove THF, dimethylamine and ethyl acetate. The sample is further distilled under reduced pressure (70±5 C., 5 mbar) to remove DMF. The concentrate is diluted with 35 L of ethyl acetate. The resulting dark solution is washed with aqueous ferrous sulfate solution (1 kg of FeSO4.7H2O in 14 L of water), 15 L of water and finally 15 L of 10% aqueous NaCl solution. The phases are separated after each wash. The organic phase is distilled (45 C., 50 mbar) to azeotropically remove water. The resulting crude A1 (2,788 g of a dark, thick, semi-solid residue) can be used directly in the next step.; 10 g of crude A1 and 9 mL of 1-propanol are warmed gently until a homogeneous, dark solution is obtained. The solution is cooled to 25+/-3 C. and 30 to 40 mL of hexane is slowly added. The sample is seeded and stirred until crystals are observed. An additional 50 to 60 mL of hexane is slowly added. The total volume of hexane added is about 90 mL. The slurry is held at 22+/-3 C. for 2 h, then cooled to 4 C. and held for an additional 2 h. The solids are filtered. The flask and filter cake are washed with hexane as needed. The filter cake is dried at 50 C., 50 mbar to afford 6.35 g of purified A1 as a light tan, crystalline solid. Recovery: 63.5%.Method 2:A solution of 10 g of crude A1 in 10 mL of EtOAc is prepared and loaded onto a 100 g bed of silica gel. The column is eluded with 300 mL of EtOAc/hexane (2/8) and the eluant is disgarded. The column is then elude with 800 mL of EtOAc/hexane (5/5) and the eluant is collected (No.2) for isolation of the product. The eluant (No.2) is concentrated to thin oil. 100 mL of hexane is slowly added and the sample is stirred at 22+/-3 C. for 2 h. The sample is cooled to 4 C. and held an additional 2 h. The solids are filtered. The flask and filter cake are washed with hexane as needed. The filter cake is dried at 50 C., 50 mbar to afford 6.05 g of purified A1 as a light tan, crystalline solid. Recovery 60.5%.

The synthetic route of 1374639-77-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Calienni, John Vincent; Chen, Guang-Pei; Gong, Baoqing; Kapa, Prasad Koteswara; Saxena, Vishal; US2012/115878; (2012); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 14001-67-3, 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. 14001-67-3, name is 5-Bromo-2-methylthiopyrimidine. A new synthetic method of this compound is introduced below.

Step 1 After purged with nitrogen, mixture of 5-bromo-2-(methylthio)pyrimidine (1.0 g, 4.9 mmol), tris(dibenzylideneacetone)dipaliadium(0) (0.45 g, 0.49 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (0.56 mg, 0.98 mmol), cesium carbonate (2.38 g, 7.3 mmol) and dioxane (20 mL) was added to 4-(5-fluoro-2-pyridyloxy)aniline (1.0 g, 4.9 mmol), and stirred under heating at reflux for 24 hours. The reaction mixture was added to saturated chloride ammonium aqueous solution, and extracted with ethyl acetate. The organic phase was washed by saturated saline, dried over anhydrous sodium sulfate, and then concentrated in vacuo. The resulting residue was purified by silica-gel column chromatography (ethyl acetate/hexane). The resulting mixture was solidified by diisopropyl ether to give 5-[4-(5-fluoro-2-pyridyloxy)phenylamino]-2-(methylthio)pyrimidine (0.51 g, yield: 32%) as pale yellow solid. 1H-NMR (delta ppm TMS/CDCl3): 2.57 (3H, s), 5.48 (1H, s), 6.89-6.95 (1H, m), 7.03-7.11 (4H, m), 7.45 (1H, m), 8.02 (1H, s), 8.40 (2H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14001-67-3, its application will become more common.

Reference:
Patent; Shionogi & Co., Ltd.; KAI, Hiroyuki; TANAKA, Satoru; HIRAMATSU, Yoshiharu; NOZU, Azusa; NAKAMURA, Ken’ichioh; (260 pag.)US2016/24072; (2016); A1;,
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Related Products of 53554-29-3, 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. 53554-29-3, name is Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate, molecular formula is C8H10N2O3S, 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 a 500 mL autoclave, Compound 1 (214 g, 1 mol) and 200 mL of 30% by mass of hydrogen peroxide were added.Gradually heat up to 120 C to carry out the reaction, after the reaction is over,The autoclave was cooled to room temperature, and the reaction solution was spun dry.Recrystallization from ethanol gave a white solid in a yield of 95%.

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 53554-29-3, Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate.

Reference:
Patent; Chongqing Aoshe Biochemical Co., Ltd.; Cui Zhenwei; Zhang Weiwei; Zhang Fuqing; (8 pag.)CN109232542; (2019); A;,
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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. 7627-39-6, name is 2,4-Dichloro-5-(ethoxymethyl)pyrimidine, the common compound, a new synthetic route is introduced below. Product Details of 7627-39-6

Sodium bicarbonate (700.67 mg, 8.34 mmol) was added to 4 mL of dry DMSO.2,4-dichloro-5 -(ethoxymethyl)pyrimidine (172.7 mg, 0.8300 mmol) was added followed by glutathione (256.32 mg, 0.83 00 mmol). The reaction was stirred at room temperature for 48 h. Once judged complete, the reaction was filtered and then diluted with 0.5 mL of water and purified directly by reverse phase prep-HPLC (10-95% MeCN/Water, 0.1% TFA) to give (2S)-2- amino-5 -oxo-5 – [[( 1R)-2-(carboxymethylamino)- 1 -[ [2-chloro-5 -(ethoxymethyl)pyrimidin-4- yl]sulfanylmethyl]-2-oxo-ethyl]amino]pentanoic acid (25 mg, 0.0523 mmol, 6.3 % yield) (VI-) MS m/z (M+H)= 478.14.

The synthetic route of 7627-39-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CELGENE CAR LLC; GUO, Jian; MALONA, John; RUCHELMAN, Alexander L.; SURAPANENI, Sekhar S.; (158 pag.)WO2018/170200; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 62458-96-2, 7-Benzyl-5,6,7,8-tetrahydropyrido[3,4-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, Computed Properties of C14H15N3O, blongs to pyrimidines compound. Computed Properties of C14H15N3O

A 2-necked 1 liter KBF (round bottom flask) was charged with ethyl l-benzyl-3- oxopiperidine-4-carboxylate (30 g, 101 mmol), formamidine acetic acid salt (10.5 g, 101 mmol) and EtOH (450 mL). The resulting mixture was stirred at 0C and treated with NaOEt (21% in EtOH) (112.6 mL, 299 mmol). The reaction mixture was heated at 60 C overnight and monitored for completion via LCMS and TLC (DCM:MeOH::95:5) (DCM – dichloromethane). Additional starting carboxylate (1 g) was added, followed by another gram of the same after 12 h with continued heating at 60 C. The reaction was complete after 4 h as indicated by LCMS. The cooled reaction was concentrated under vacuum and the residue was treated with cone. HCl (300 mL) and stirred overnight at room temperature. The solvents EPO were removed under vacuum and the resulting solids were treated with EtOH (300 mL), stirred for 15 minutes and then filtered to furnish 44g of crude 7-benzyl-5,6,7,8-tetrahydro-3H-pyrido[3,4-d]pyrimidin-4-one as the HCl salt, which was used as such for the next step without further purification.LCMS (0.1% formic acid modifier) calculated. (M+l)+ 242.12, observed 242.3.1H NMR (CD3OD) (free base) delta 7.98 (s, 1 H), 7.35 – 7.32 (m, 5 H), 3.72 (s, 2 H), 3.41 – 3.40 (m, 2H),2.75 (t, J= 5.7 Hz, 2 H), 2.57 (m, 2 H).

The synthetic route of 62458-96-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RENOVIS, INC.; WO2007/28022; (2007); A2;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 7033-39-8, 5-Bromo-1,3-dimethylpyrimidine-2,4(1H,3H)-dione, 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, Formula: C6H7BrN2O2, blongs to pyrimidines compound. Formula: C6H7BrN2O2

Example 79; 5-(8-{ [(2,6-Dimethylphenyl)methyl] amino}-2,3-dimethylimidazo [1 ,2-a] pyridin-6- yl)-l,3-dimethyl-2,4(lNo.,3H)-pyrimidiiiedione hydrochlorideA mixture of iV-[(2,6-dimethylphenyl)methyl]-2,3-dimethyl-6-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2-yl)imidazo[l,2-alpha]pyridin-8-amine ( ~1.4 mmol; crude product from Description 45) and 5-bromo-l,3-dimethyluracil (310 mg, 1.4 mmol) in 2M aqueous sodium carbonate (1.5 mL) and dimethylformamide (3 mL) was degassed with argon and then treated with [1,1 ‘- bis(diphenylphosphino)ferrocene]dichloropalladium (10 mg, 0.01 mmol). The mixture was heated in an Initiator Microwave Synthesizer at 100C for 2 hours. The resulting reaction mixture was applied to an Isolute SCX cartridge. Elution with methanol, then 2M NH3 in methanol gave, after evaporation, the crude product which was purified by silica gel chromatography eluting with ethyl acetate/hexane EPO mixtures. The product was dissolved in methanol (5 mL) and then IM HCl in diethyl ether (0.5 mL) was added. After stirring for 10 minutes, the solvents were evaporated to yield the title compound. MS (ES+ve): [M+H]+ at m/z 418 (C24H27N5O2 requires [MHhH]+ at m/z 418).

The synthetic route of 7033-39-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/100119; (2006); A1;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 130049-82-0, 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-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, 130049-82-0, blongs to pyrimidines compound. Application In Synthesis of 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one

Example 1 – Synthesis of 3-[2-[4-(6-fluoro-1,2-benzoisoxazol-3-yl)-1-piperidinyl]ethyl-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]-pyrimidin-4-one hydrochloride (Paliperidone hydrochloride) 6-Fluoro-3-(4-piperidinyl)-1,2-benzoisoxazole hydrochloride (300 g, 1.17 mols), 3-(chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidin-4-one (343 g, 1.40 mols) and triethylamine (272 g, 2.69 mols) are suspended in methanol (1.5 1) in a 3000 ml reactor under nitrogen atmosphere, and the reaction mixture is heated at reflux temperature for 18-20 h. Conversion to the product is checked by HPLC titre, obtaining a yield of 96.5% in solution. The mixture is concentrated to a residue. The so obtained product has an XRPD spectrum as shown in Figure 5, and a DSC thermogram as shown in Figure 6, which are characteristic of paliperidone crystalline Form I. The mixture is taken up with demineralised water (1.5 1) and 36.5% hydrochloric acid (113 g, 1.13 mols), obtaining a solution with a pH of 3-4. A solid then reprecipitates, and the mixture is cooled to 0C and filtered. The solid is washed with demineralised water cooled to 0-5C (2 x 150 ml), and then with acetone cooled to 0-5C (3 x 200 ml). The solid is dried in oven under reduced pressure at a temperature of 50C for 16-18h. 451 g of paliperidone hydrochloride is obtained, with a potentiometric titre of 99.9%, an argentimetric titre of 7.8%, 99.2% HPLC purity, and a total yield of 90%. The product has an XRPD spectrum as shown in Figure 1, and a DSC thermogram as shown in Figure 2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,130049-82-0, its application will become more common.

Reference:
Patent; Dipharma Francis S.r.l.; EP2243780; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia