Tag: M.W:200-300

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. 56844-40-7, name is 6-Bromothieno[2,3-d]pyrimidin-4(3H)-one, molecular formula is C6H3BrN2OS, 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. HPLC of Formula: C6H3BrN2OS

General procedure: To a stirred solution of intermediate 6 (100 mg, 0.433 mmol) in DMF was added K2CO3 (179 mg, 1.299 mmol) and 3-fluorobenzyl bromide (54 muL, 0.433 mmol) at RT. After stirring for 12 h, the reaction mixture was concentrated to dryness under vacuum and the residue was extracted with CH2Cl2 and water. The organic layer was washed with brine and dried over MgSO4. Then the solution was concentrated to dryness under vacuum and puried via a ash chromatography silica gel plate (petroleum ether/ethyl acetate, 3/1) to afford title compound as a pale yellow solid in 43% yield.

With the rapid development of chemical substances, we look forward to future research findings about 56844-40-7.

Reference:
Article; Miao, Zhuang; Sun, Yu-meng; Zhao, Lan-ying; Li, Yue-shan; Wang, Yi-fei; Nan, Jin-shan; Qiao, Ze-en; Li, Lin-li; Yang, Sheng-yong; Bioorganic and Medicinal Chemistry Letters; vol. 30; 6; (2020);,
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Adding a certain compound to certain chemical reactions, such as: 1401162-80-8, Methyl 4-(4-fluorophenyl)pyrimidine-2-carboxylate, 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, 1401162-80-8, blongs to pyrimidines compound. Recommanded Product: 1401162-80-8

Example 32B4-(4-fluorophenyl)pyrimidine-2-carbaldehydeDIBAL-H (3.62 mL, 3.62 mmol, 1.0 M in toluene) was slowly added to a suspension of Example 32A (700 mg, 3.01 mmol) in toluene (30 mL) at -75 C. After 2 hours, DIBAL-H (1.507 mL, 1.507 mmol, 1.0 M in toluene) was added to the reaction mixture and warmed slowly to ambient temperature overnight. The reaction was a clear orange-red solution and the methyl ester was consumed, yielding a mixture of aldehyde and alcohol. Additional DIBAL-H (1.507 mL, 1.507 mmol, 1.0 M in toluene) was added at ambient temperature. After 4 hours, the reaction was quenched with 5% acetic acid in water (200 mL), extracted twice with EtOAc (200 mL), washed with brine, dried over Na2SO4, filtered, and concentrated. The residue was chromatographed on a Grace Reveleris 12 g column, eluted with 0-60% EtOAc in dichloromethane (25 mL/min) to provide the title compound (62 mg, 0.307 mmol, 10.17% yield) as an off-white solid. MS (ESI+) m/z 234.8 (M+H-MeOH); 1H NMR (300 MHz, DMSO-d6) delta 10.04 (s, 1H), 9.12 (d, J=5.3, 1H), 8.38 (dd, J=9.0, 5.5, 2H), 8.32 (d, J=5.4, 1H), 7.45 (t, J=8.9, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1401162-80-8, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; US2012/245124; (2012); A1;,
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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. 3921-01-5, name is 2,4-Dibromopyrimidine, the common compound, a new synthetic route is introduced below. Safety of 2,4-Dibromopyrimidine

2,4-dibromopyrimidine (438.4mg, 1.84mmol) and potassium carbonate (1.27g, 9.21mmol) in tetrahydrofuran (10mL) were added together and stirred at room temperature for 5min. Morpholine (174.8muL, 2.03mmol) was then added dropwise and the solution continued to stir at room temperature for 5h. The reaction mixture was filtered and the filtrate was collected and then concentrated under reduced pressure. The products were purified by silica column chromatography in hexanes and ethyl acetate to afford 28a and 28b in 19% and 66% yields, respectively. (0070) 4-(4-bromopyrimidin-2-yl)morpholine (28a). (White solid, Yield: 19%). 1H NMR (500MHz, CDCl3) delta ppm 3.74-3.77 (m, 4H) 3.79-3.83 (m, 4H) 6.70 (d, J=4.88Hz, 1H) 8.05 (d, J=4.88Hz, 1H). LCMS found 246.0, [M+H]+. (0071) 4-(2-bromopyrimidin-4-yl)morpholine (28b). (White solid, Yield: 66%) 1H NMR (500MHz, CDCl3) delta ppm 3.66 (br. s., 4H) 3.76-3.83 (m, 4H) 6.43 (d, J=6.35Hz, 1H) 8.02 (d, J=6.35Hz, 1H). LCMS found 246.0, [M+H]+.

The synthetic route of 3921-01-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Woodring, Jennifer L.; Bachovchin, Kelly A.; Brady, Kimberly G.; Gallerstein, Mitchell F.; Erath, Jessey; Tanghe, Scott; Leed, Susan E.; Rodriguez, Ana; Mensa-Wilmot, Kojo; Sciotti, Richard J.; Pollastri, Michael P.; European Journal of Medicinal Chemistry; vol. 141; (2017); p. 446 – 459;,
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Synthetic Route of 37131-87-6 , The common heterocyclic compound, 37131-87-6, name is 5-Bromopyrimidine-2-carboxylic acid, molecular formula is C5H3BrN2O2, 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.

Preparation 65 5-Bromo-pyrimidine-2-carboxylic acid methyl ester Fuming hydrochloric acid was passed through an ice-cooled SOTUTIBN OF THE- product of preparation 64 (5. 5g. 27mmol) in methanol (50mL) until saturated The reaction mixture was warmed to room temperature and was stirred for 18- hours. The solvent was then evaporated under reduced pressure and. the- residue was dissolved in dichloromethane, washed with water and sodium HYDROGEN CARBONATE SOLUTION, DRIED-OVER MAGNESIUM SULFATE. AND CONCENTRATED IN-: O AFFORD THE”TITLE compound as yellow. solid in 57% yield, 3.5g. HNMR (CDC) 3. 400MHZ) § : 4, 65 (s, 3H), 9. 00 (s, 2H). MS AP +

The synthetic route of 37131-87-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2005/28452; (2005); A1;,
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Application of 151266-23-8, 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. 151266-23-8, name is 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine. A new synthetic method of this compound is introduced below.

Compound 2-4 is synthesized as shown in Scheme 2. Compound 1-3 is reacted with isopropyl bromide in dimethylformamide with potassium carbonate at 80 C., to provide the 1-isopropyl pyrazolopyrimidine intermediate, compound 2-1. This intermediate with the protected indolyl boronic acid species 2-2, using tetrakistriphenylphosphine palladium catalysis in DME-water solvent at 80 C. for 4-5 hours, to produce the Suzuki coupling product, compound 2-3. Removal of the protecting groups with acid in dioxane yields the product, 2-(4-amino-1H-pyrazolo[3,4-d]pyrimidin-3-yl) iodide (Cpd. 2-4).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,151266-23-8, its application will become more common.

Reference:
Patent; The Regents of the University of California; Intellikine, Inc.; Shokat, Kevan M.; Fruman, David; Ren, Pingda; Wilson, Troy Edward; Li, Liansheng; Hsieh, Andrew; Feldman, Morris; Apsel, Beth; Liu, Yi; Rommel, Christian; Chan, Katrina; Ruggero, Davide; Pearce, David; Janes, Matthew; (84 pag.)US2016/789; (2016); A1;,
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Application of 13544-44-0, Adding some certain compound to certain chemical reactions, such as: 13544-44-0, name is 2,4-Dichloro-5-iodopyrimidine,molecular formula is C4HCl2IN2, 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 13544-44-0.

12) (2-chloro-5-iodopyrimidine-4-yl)-(3-morpholin-4-yl-propyl)-amine:; In accordance with procedure 2, 3-morpholin-4-yl-propylamine (0.73 ml, 5 mmol) and N-ethyldiisopropylamine (1.71 ml, 10 mmol) are dissolved in 100 ml acetonitrile under argon and cooled to -35C. The solution of 2,4-dichloro-5- iodo-pyrimidine (1.37, 5.0 mmol) in 50 ml acetonitrile is then added dropwise at-35C internal temperature. Stirred 1 hr further at -30 to -20 0C, then slowly warmed up to RT and stirred for 3 days at RT.The reaction mixture is concentrated on the rotary evaporator. The residue is treated with 200 ml ethyl acetate and 75 ml sat. NaHCO3 soln., well shaken and the aqueous phase further extracted 2 x with 75 ml portions of ethyl acetate. The ethyl acetate phase is dried over Na2SO4 dried, filtered, concentrated and the residue dried at the oil pump: 1.92 g colourless and crystalline crude product.The crude product is purified by column chromatography (5Og column, mobile phase: gradient hexane: ethyl acetate 80% to 100% ethyl acetate): 1.66 g(97%).1H-NMR (400 MHz, DMSO-D6): delta 1.66 (m, 2H), 2.30 (m, 6H), 3.37 (m, 2H), 3.57(m, 4H)1 7.42 (t, 1 H), 8.27 (s, 1 H).MS: 383 (MH+).

According to the analysis of related databases, 13544-44-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SCHERING AKTIENGESELLSCHAFT; WO2007/71455; (2007); A1;,
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Reference of 13162-26-0, Adding some certain compound to certain chemical reactions, such as: 13162-26-0, name is 2,4-Dichloro-6-methyl-5-nitropyrimidine,molecular formula is C5H3Cl2N3O2, 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 13162-26-0.

A-40. Methyl N-(2-chloro-6-methyl-5-nitropyrimidin-4-yl)-N-methyl-L-alaninate A solution of 2,4-Dichloro-6-methyl-5-nitro-pyrimidine (1.86 g, 8.96 mmol) in 20 ml of acetone was added dropwise to a mixture of methyl (2S)-2-(methylamino)propanoate (1 g, 8.54 mmol) and potassium carbonate (1.77 g, 12.8 mmol) in acetone and water. The reaction was stirred at room temperature for 16 hours. The mixture was evaporated in vacuo and the residue was taken into a water and extracted with ethyl acetate (3*75 ml). The combined extracts were combined, washed with brine, dried over sodium sulfate, filtered, and evaporated in vacuo to afford the title product as a viscous yellow oil, wt. 1.54 g (62.5% yield). 1H NMR (300 MHz, CDCl3) delta 5.34 (q, J=7.3 Hz, 1H), 3.78 (s, 3H), 2.88 (s, 3H), 2.48 (s, 3H), 1.57 (d, J=7.3 Hz, 3H).

According to the analysis of related databases, 13162-26-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Vertex Pharmaceuticals Incorporated; Lauffer, David J.; Bemis, Guy; Boyd, Michael; Deininger, David; Deng, Hongbo; Dorsch, Warren; Gu, Wenxin; Hoover, Russell R.; Johnson, JR., Mac Arthur; Ledeboer, Mark Willem; Ledford, Brian; Maltais, Francois; Penney, Marina; Takemoto, Darin; Waal, Nathan D.; Weng, Tiansheng; (667 pag.)US2019/322673; (2019); A1;,
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Application of 53554-29-3, Adding some certain compound to certain chemical reactions, such as: 53554-29-3, name is Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate,molecular formula is C8H10N2O3S, 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 53554-29-3.

Ethyl 4-hydroxy-2-(methylthio)pyrimidine-5-carboxylate (6; 10 g;46.7 mmol) was dissolved in a mixture of dioxan and chloroform (1:1;262 mL). Reaction mixture was cooled up to -2C, treated with m-CPBA (60%; 20.14 g, 70.0 mmol) and stirred for 50 min at 0 C.Reaction mixture was quenched by 10% aq. sodium metabisulfite(262 mL), extracted with chloroform and washed with aq. 10% sodiumbicarbonate. The organic layer was dried over sodium sulfate (40 g) andthe solvent was evaporated under reduced pressure to obtain ethyl 4-hydroxy-2-(methylsulfinyl)pyrimidine-5-carboxylate as a white solid.(8.6 g, 80%), which was further used in the next step without purification.To the mixture of ethyl 4-hydroxy-2-(methylsulfinyl)pyrimidine-5-carboxylate (8.6 g; 37.4 mmol) and PTSA (7.82 g; 41.1 mmol), dissolvedin NMP (80 mL) was added 4-(methylsulfonyl)aniline (6.99 g;37.4 mmol), at RT. The reaction mixture was heated at 100-110 C for1-2 h. After completion of reaction, the mixture was diluted with waterand the compound was extracted in EtOAc. Organic layer was driedover sodium sulfate, filtered and concentrated under vacuum to affordthe crude product. Crude product was purified by flash chromatographyover silica gel (100-200 mesh) with 2% MeOH/CHCl3 to get the ethyl4-hydroxy-2-((4-((methylsulfonyl) oxy)phenyl)amino) pyrimidine-5-carboxylate (7) (9.9 g, 75%). 1H NMR (DMSO-d6, 400 MHz) delta ppm 1.26(t, J = 7.0 Hz, 3H), 3.48 (s, 3H), 4.20 (q, J = 6.8 Hz, 2H), 6.57 (d,J = 9.2 Hz, 2H), 7.34 (d, J = 8.8 Hz, 2H), 8.49 (s, 1H), 9.75 (s, 1H),11.25 (s, 1H): ESI-MS: m/z Calcd for C14H16N3O6S [M+1]+ 354.35,found 354.58.

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. 53554-29-3, Ethyl 2-(methylthio)-6-oxo-1,6-dihydropyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Argade, Anil; Bahekar, Rajesh; Bandyopadhyay, Debdutta; Chatterjee, Abhijit; Desai, Jigar; Desai, Ranjit C.; Ghoshdastidar, Krishnarup; Gite, Archana; Gite, Sanjay; Kumar, Jeevan; Mahapatra, Jogeswar; Panchal, Nandini; Patel, Bhaumin; Patel, Dipam; Patel, Harilal; Patel, Hoshang; S, Sachchidanand; Soman, Shubhangi; Sundar, Rajesh; Bioorganic Chemistry; vol. 99; (2020);,
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Reference of 313339-35-4, 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. 313339-35-4, name is 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid, molecular formula is C6H4Cl2N2O2S, 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.

Reference Example 70 Production of ethyl 4,6-dichloro-2-(methylsulfanyl)pyrimidine-5-carboxylate To a solution of the compound of Reference Example 69 (4.02 g, 18 mmol), amidosulfuric acid (3.50 g, 36 mmol), tert-butanol (72 mL), THF (72 mL) and water (36 mL) was added a solution of sodium chlorite (2.03 g, 18 mmol) in water (36 mL) at -10C, and the mixture was stirred for 10 min. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed successively with 1% aqueous sodium thiosulfate solution and brine, dried over magnesium sulfate, and concentrated under reduced pressure to give 4,6-dichloro-2-(methylsulfanyl)pyrimidine-5-carboxylic acid as a crude product. To a solution of this crude product in THF (50 mL) were added oxalyl chloride (2.36 mL, 27 mmol) and DMF (1 drop), and the mixture was stirred at room temperature for 1 hr. Water was added thereto, and the mixture was extracted twice with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. To the residue were added ethanol (50 mL) and triethylamine (3.76 mL, 27 mmol), and the mixture was stirred at room temperature for 2 hr. The reaction mixture was concentrated under reduced pressure, aqueous sodium hydrogen carbonate solution was added thereto, and the mixture was extracted twice with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluate, hexane:ethyl acetate=99:1?90:10) to give the title compound (3.28 g, 68%) as a pale-yellow oil. 1H NMR (300 MHz, CDCl3) delta:1.41 (3 H, t, J = 7.2 Hz), 2.59 (3 H, s), 4.45 (2 H, q, J = 7.1 Hz).

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 313339-35-4, 4,6-Dichloro-2-(methylthio)pyrimidine-5-carboxylic acid.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2471793; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 1032452-86-0, 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. 1032452-86-0, name is 3-(2-Chloropyrimidin-4-yl)-1-methyl-1H-indole. A new synthetic method of this compound is introduced below.

GB012 (0.5g, 2.06mmol) and 2-methoxy-5-nitroaniline (0.347g, 2.06mmol) were dissolved in 2-pentanol (20mL), p-toluenesulfonic acid monohydrate ( 0.471g, 2.5mmol), then heated to 105 , reacted for 2.5 hours, and finally cooled to room temperature. It was suction filtered, and the filter cake was washed with 2-pentanol (5 mL) and dried to obtain GB104 (0.37 g).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1032452-86-0, its application will become more common.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhao Yujun; Guo Dexiang; Yan Ziqin; (89 pag.)CN108069939; (2020); B;,
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