Day: June 22, 2021

Electric Literature of 65996-50-1, 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. 65996-50-1, name is 1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione. A new synthetic method of this compound is introduced below.

To 100 ml eggplant vials were added 0.38 g of compound 1-3 and30ml of phosphorus oxychloride,The oil bath was heated at 120 C for 6 hours,Cooled to room temperature,The phosphorus oxychloride was distilled off under reduced pressure,The residue was added dropwise with 30 mL of cold ammonia to pH 8 under ice-cooling. Plus,Continue to stir for 30min, filter, filter cake washed by cold water after vacuum drying to get the target 1-4.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,65996-50-1, 1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione, and friends who are interested can also refer to it.

Reference:
Patent; Chinese Academy Of Sciences Guangzhou Bio-pharmaceutical And Health Institute; Hu Wenhui; Zeng Shaogao; Zhang Guicheng; (35 pag.)CN106866678; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 703-95-7, 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 703-95-7 as follows.

General procedure: To an ice-cooled solution of amine (1.0 mmol) in DMF were added Boc-AA-OH or carboxylic acid (1.0 mmol), followed by EDC*HCl (1.2 mmol), HOBt*H2O (1.2 mmol) and Et3N (1.2 mmol) were then added. The reaction mixture was stirred for 12 h at room temperature. After removal of the solvent in vacuo, the residue was dissolved in EtOAc (20 mL), extracted with 10% citric acid (aq) (3 × 5 mL), saturated solution of NaHCO3 (aq) (3 × 5 mL), and finally washed with brine (1 × 5 mL), then dried over Na2SO4, and finally evaporated to give the crude product which was further purified by using column chromatography and then subjected to tert-butyloxycarbamate deprotection by using general procedure A. The obtained product was then subjected to the next step or purified by using preparative HPLC in the case of target compounds. Purified target compounds were immediately lyophilized to afford their respective amorphous powders.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,703-95-7, its application will become more common.

Reference:
Article; Tagad, Harichandra D.; Hamada, Yoshio; Nguyen, Jeffrey-Tri; Hidaka, Koushi; Hamada, Takashi; Sohma, Youhei; Kimura, Tooru; Kiso, Yoshiaki; Bioorganic and Medicinal Chemistry; vol. 19; 17; (2011); p. 5238 – 5246;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 51940-64-8, Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, 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 Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, blongs to pyrimidines compound. Application In Synthesis of Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate

Diisoprolylethylamine (1.38 mL, 7.72 mmol) and aniline (0.35 mL, 3.86 mmol) were added sequentially to a stirred solution of ii (0.850 g, 3.86 mmol) in acetonitrile (15 mL). The mixture was stirred at room temperature for 1 h, poured onto water (20 mL) and extracted with EtOAc (3 x 30 mL). The combined organic fraction was dried (MgSC ) and reduced in vacuo to give the crude product as a beige crystalline solid. Column chromatography (S1O2), eluting with 9: 1 Hexanes-EtOAc afforded compound iii (1.00 g, 3.61 mmol, 94%) as a colourless crystalline solid. *H NMR (300MHz, CDC13): delta 10.45 (1H, br s, 4- NH), 8.83 (1H, s), 7.66 (2H, d, 78.2), 7.40 (2H, t, J 7.7), 7.20 (1H, t, 77.7), 4.43 (2H, q, J 7.2), 1.44 (3H, t, J 7.2); [M+H]+ rn/z = 278.0.

The synthetic route of 51940-64-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOTA EUROPE LTD; TYNDALL, Edward Malcolm; CZAPLEWSKI, Lloyd George; FISHWICK, Colin William Gordon; YULE, Ian Andrew; MITCHELL, Jeffrey Peter; ANDERSON, Kelly Helen; PITT, Gary Robert William; WO2013/91011; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 6214-47-7 ,Some common heterocyclic compound, 6214-47-7, molecular formula is C8H9ClN2O2, 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.

General procedure: A solution of compound 7 in ethanol was added to liquidammonia in an autoclave (250 cm3) at -50 C. The mixture was heated to 60-70 C, the pressure increased to15-16 bar. It was stirred for 2 days under these conditions.The volatile components were removed and the residuewas suspended in water, filtered, and dried.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6214-47-7, its application will become more common.

Reference:
Article; Kokai, Eszter; Nagy, Jozsef; Toth, Tuende; Kupai, Jozsef; Huszthy, Peter; Simig, Gyula; Volk, Balazs; Monatshefte fur Chemie; vol. 147; 4; (2016); p. 767 – 773;,
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 1193-21-1, name is 4,6-Dichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 4,6-Dichloropyrimidine

To 398 4,6-dichloropyrimidine (131 g, 879 mmol), 399 4-(trifluoromethoxy)phenylboronic acid (200g, 970 mol), 106 potassium carbonate (244 g, 1.77 mol) and 266 tetrakis(triphenylphosphine)palladium(0) (21.5 g, 18.6 mmol) were added 115 1,4-dioxane (3.0 L) and 52 water (200 mL) and the mixturewas stirred at 105 C. for 6 hr. The insoluble material was filtered off, the filtrate was concentrated underreduced pressure and the obtained residue was purified by silica gel column chromatography (petroleumether/ethyl acetate) to give the 400 title compound ( 78.0 g , 284 mmol, 32%). MS (ESI) m/z 275 (M+H)+ 1H NMR (400 MHz, CDCl3) delta 9.04 (s, 1H), 8.13 (d, J=8.6 Hz, 2H), 7.73 (s, 1H), 7.36 (d, J=8.6 Hz, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 1193-21-1.

Reference:
Patent; EA PHARMA CO., LTD.; KOBAYASHI, Kaori; SUZUKI, Tamotsu; KAWAHIRA, Mizuki; FUJII, Tomohiro; SUGIKI, Masayuki; OHSUMI, Koji; OKUZUMI, Tatsuya; (285 pag.)US2016/332999; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 41103-17-7, Ethyl 4-chloropyrimidine-5-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, HPLC of Formula: C7H7ClN2O2, blongs to pyrimidines compound. HPLC of Formula: C7H7ClN2O2

To a stirred solution of ethyl 4-chloropyrimidine-5-carboxylate (1 g, 5.35 mmol) in toluene (50 mL) under an inert atmosphere was added cyclopropylboronic acid (829 mg, 9.64 mmol) and cesium carbonate (2.62 mg, 8.03 mmol) at room temperature in a sealed tube. The reaction mixture was degassed under argon for 15 min. Pd(dppf)Cl2 (218 mg, 0.26 mmol) was added at room temperature and the solution was degassed under argon for another 10 min. The reaction mixture was heated to 100 C. and stirred for 5 h. After consumption of starting material (by TLC), the reaction mixture was filtered through a pad of celite, and the pad was washed with EtOAc (100 mL). The filtrate was concentrated under reduced pressure. The crude material was purified by silica gel column chromatography (eluent: 20% EtOAc/Hexane) to afford ethyl 4-cyclopropylpyrimidine-5-carboxylate (150 mg, 0.78 mmol, 15%) as a pale yellow syrup. 1H NMR (400 MHz, DMSO-d6): delta 9.08 (s, 1H), 8.98 (s, 1H), 4.37 (q, J=7.1 Hz, 2H), 3.01-2.93 (m, 1H), 1.35 (t, J=7.1 Hz, 3H), 1.18-1.15 (m, 4H) LC-MS: m/z 192.9 [M+H]+ at 2.40 RT (95.93% purity)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,41103-17-7, Ethyl 4-chloropyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Viamet Pharmaceuticals (NC), Inc.; Sparks, Steven; Yates, Christopher M.; Shaver, Sammy R.; (93 pag.)US2018/186773; (2018); 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 16234-10-9, name is Thieno[3,2-d]pyrimidin-4(3H)-one. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 16234-10-9

4-Chlorothieno[3, 2-d]pyrimidine VlTo a solution of 6.12 ml of dimethylformannide in 45 ml of methylene chloride is added dropwise at 25C a solution of 9.95 ml of oxalyl chloride in 45 ml of methylene chloride. Subsequently, 5.5 g of compound Vila are added and then the mixture is heated at reflux for 2.5 hours. The reaction mixture is added cautiously to water and extracted three times with methylene chloride. The combined organic phases are dried over sodium sulphate and, after filtration, concentrated under reduced pressure. After drying under reduced pressure, 4.9 g of compound Vl are obtained as a crude product, which is reacted further without further purification.NMR (300 MHz, DMSO-d6): delta = 7.73 (1 H), 8.57 (1 H), 9.01 (1 H).

With the rapid development of chemical substances, we look forward to future research findings about 16234-10-9.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; WO2009/7421; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4359-87-9, 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. 4359-87-9, name is 2,4,6-Trichloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

Preparation of 2,6-dichloro-5-nitro-4-morpholino-pyrimidine. To a solution of 2,4,6-trichloronitropyrimidine (6.20 g, 27.2 mmol) in CH2Cl2 (170 mL) at 0 C. was added a solution of morpholine (2.34 g, 27.2 mmol) and NEt3 (2.74 g, 27.2 mmol) in CH2Cl2 (70 mL) over a period of 1 hr. The reaction mixture was stirred for another 1 hr at 0 C. and allowed to warm to 20 C. and stirred for 12 hours to drive the reaction to competition. For purification, silica gel (20 g) was added to the reaction mixture and the solvent was removed so that product was adsorbed on the silica gel. The material was purified by flash chromatography using CH2Cl2 eluent the product was obtained as yellow solid after concentration. Yield: 6.90 g, 91%. MS (ESI) m/z 279.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4359-87-9, its application will become more common.

Reference:
Patent; Wyeth; US2009/181963; (2009); 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. 14048-15-8, name is 2,4-Dimethoxypyrimidin-5-amine, molecular formula is C6H9N3O2, 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. Application In Synthesis of 2,4-Dimethoxypyrimidin-5-amine

In a 250 mL round-bottomed flask equipped with magnetic stirring bar, compounds C-4A (11.6 g, 47 mmol, 1 eq), C-7A (8.7 g, 56 mmol, 1.2 eq) and C-6F (10 g, 47 mmol, 1 eq) were suspended in 75 mL of AcOH, and the flask was tightly closed with plastic stopper. The mixture was heated up to 70 C and stirred at this temperature for 24 h. After that time UPLCMS analysis showed 47 % of the expected product. The reaction mixture was evaporated to dryness. The solid residue was preadsorbed onto silicagel and purified using flash chromatography (20 % to 50 % of AcOEt in n-hexane). All fractions which contained the product were evaporated to dryness to furnish 6.6 g of the desired product C-8.C10, with 83 % purity according to UPLCMS analysis. Yield: 32 %.

With the rapid development of chemical substances, we look forward to future research findings about 14048-15-8.

Reference:
Patent; Adamed sp. z o.o.; FEDER, Marcin; MAZUR, Maria; KALINOWSKA, Iwona; JASZCZEWSKA, Joanna; LEWANDOWSKI, Wojciech; WITKOWSKI, Jakub; JELEN, Sabina; WOS-LATOSI, Katarzyna; (56 pag.)EP3511334; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 799842-07-2 , The common heterocyclic compound, 799842-07-2, name is N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide, molecular formula is C16H19BrFN3O2S, 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.

General procedure: Aq 1 M NaOH (9 mL, 1.5 equiv) was added to a stirred MeOH (20mL) solution of the appropriate aromatic thiol (7.2 mmol, 1.2equiv). The solution was stirred at r.t. for 15 min and then the heterocyclicalkyl bromide 2 or 3 (6 mmol, 1 equiv) was added. When rosuvastatin moiety bromides 2 were used, THF (10 mL) was also added to the mixture to improve solubility. After 18 h, the solvent was evaporated, the residue was dissolved in CH2Cl2 (50 mL), and washed with H2O (100 mL). The aqueous phase was additionally extracted with CH2Cl2 (2 × 25 mL). The combined organic phases were dried (MgSO4) and the solvent was evaporated. The residuewas recrystallized and the isolated product was dried in vacuumovernight at 60 C below 50 mbar to give the pure sulfide heterocyclic precursor 4 or 5 in 75-97% yield.

The synthetic route of 799842-07-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Fabris, Jan; ?asar, Zdenko; Smilovi?, Ivana Gazi?; ?rnugelj, Martin; Synthesis; vol. 46; 17; (2014); p. 2333 – 2346;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia