Tag: M.W:100-200

Synthetic Route of 1820-81-1, Adding some certain compound to certain chemical reactions, such as: 1820-81-1, name is 5-Chlorouracil,molecular formula is C4H3ClN2O2, 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 1820-81-1.

5-Chlorouracil (0.500 g, 3.41 mmol, 1.0 eq) was dissolved in dry pyridine (17 ml, 0.2 M). DMAP (0.460 g, 3.75 mmol, 1.1 eq) was added, and the reaction mixture was stirred under nitrogen atmosphere at room temperature for 30 min. Hexylisocyanate (0.750 ml, 5.12 mmol, 1.5 eq) was then added, and the resulting mixture was stirred for 12 h. The solvent was evaporated under reduced pressure, and the crude was purified by silica gel column chromatography (cyclohexane/EtOAc, 55:45) to afford 5-chloro-N-hexyl-2,4-dioxo-pyrimidine-1-carboxamide (0.511 g, 55%) as a white powder.

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. 1820-81-1, 5-Chlorouracil, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Realini, Natalia; Palese, Francesca; Pizzirani, Daniela; Pontis, Silvia; Basit, Abdul; Bach, Anders; Ganesan, Anand; Piomelli, Daniele; Journal of Biological Chemistry; vol. 291; 5; (2016); p. 2422 – 2434;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 4270-27-3 ,Some common heterocyclic compound, 4270-27-3, molecular formula is C4H3ClN2O2, 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.

Compound 12a (5-g, 34 mmol) and sodium iodide (20 g) were dissolved in anhydrous DMF (50 mL) and heated to reflux for 1.5 h (Ar atmosphere). The DMF was evaporated, and the solid residue dissolved in H2O (200 mL). The solution was stirred at RT for 4 h, a solid material was collected by vacuum filtration, and the solid was washed with H2O and dried. The solid was crystallized from EtOAc, providing compound 22a. 1H NMR (DMSO-d6) delta 6.03 (s, 1H), 11.2 (s, 1H), 11.6 (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,4270-27-3, its application will become more common.

Reference:
Patent; Coats, Steven J.; Dyatkin, Alexey B.; He, Wei; Lisko, Joseph; Miskowski, Tamara; Ralbovsky, Janet L.; Schulz, Mark; US2008/269225; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 33089-15-5, 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. 33089-15-5, name is 4-Chloro-2-(methylthio)pyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below.

Method 65 4-Anilino-5-cyano-2-(methylthio)pyrimidine Using a method analogous to that described in Method 7, but starting from 4-chloro-5-cyano-2-(methylthio)pyrimidine (obtained as described in J. Het. Chem. 1971, 8, 445) and performing the reaction at 85 C., the product was obtained in 93% yield. NMR (CDCl3): 2.51 (s, 3H), 7.15 (br s, 1H), 7.20 (t, 1H), 7.40 (dd, 2H), 7.57 (d, 2H), 8.38 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,33089-15-5, 4-Chloro-2-(methylthio)pyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; AstraZeneca AB; US6593326; (2003); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 14394-70-8, 2-Chloro-5-methylpyrimidin-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, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

[0139] To a solution of 2-chloro-5-methylpyrimidin-4-amine (232 mg, 1.61 mmol) in 1,4- dioxane (40 mL) was added l-bromo-3-nitrobenzene (359 mg, 1.78 mmol), Cs2CO3 (2.1 g, 6.4 mmol), Pd2(dba)3 (146 mg, 0.16 mmol), and 4,5-bis(diphenylphosphino)-9,9- dimethyxanthene (Xant Phos, 278 mg, 0.48 mmol). The mixture was heated under reflux for 4 h under Ar. The solid was filtered off and the filtrate washed with brine (1 x 100 raL). The organic solution was separated and dried (Na2SO4). The solvent was removed until 5 mL and hexane (100 mL) was added, the solid was collected by filtration. The crude product, the title intermediate 25, was used for next reaction without further purification.

The synthetic route of 14394-70-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); 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. 1193-21-1, name is 4,6-Dichloropyrimidine, molecular formula is C4H2Cl2N2, 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. Quality Control of 4,6-Dichloropyrimidine

Weigh 2 ‘, 3′, 4’-trisubstituted phenylboronic acid 28 (0.016 mol)4,6-dichloropyrimidine 2.458 (0.016 mol), tetrakis (triphenyl-palladium 0.2 g and anhydrous sodium carbonate 3.0 g were placed in a 120 mL sealed tube,With tetrahydrofuran 20 mLwithDeionized water 20mL of the mixed solution as a solvent placed in the tube, add a stir, cover the stopper.The entire device vacuum nitrogen nitrogen replacement 3 ~ 4 times, placed in the oil bath pot,The mixture was heated to 120 C for about 8 h with stirring on a magnetic stirrer.After completion of the reaction, the sealing tube was cooled to room temperature,The solution in the sealed tube was placed in a rotary vial, and the tetrahydrofuran solvent was distilled off under reduced pressure by rotary evaporator.And then extracted with ethyl acetate and water organic products 3 ~ 4 times, vacuum distillation solvent,The spheroidized product was separated by column chromatography using petroleum ether: dichloromethane = 2: 1 to give about 1.13 g of white powder (4-chloro-6-phenylpyrimidine) in 36.3%

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

Reference:
Patent; Anhui University of Technology; Tong Bihai; He Yuheng; Liu Yuanyuan; Jin Long; Zuo Dashuai; Wang Song; (25 pag.)CN106632488; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3764-01-0, 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. 3764-01-0, name is 2,4,6-Trichloropyrimidine, molecular formula is C4HCl3N2, 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.

Method 1; Preparation of 2,4-dimorpholino-6-chloropyrimidine; [0234] To a dry round bottom flask was added 2,4,6-trichloropyrimidine (5 g, 27 mmol) and EtOH (200 mL), followed by DIEA (16 mL, 82 mmol) at 0 0C. Morpholine (5.6 g, 68 mmol) was added slowly at O0C. The reaction was slowly warmed up to room temperature and stirred overnight. LC and LCMS indicated that a mixture (7: 1) of 2,4- dimorpholino-6-chloropyrimidine 2 and 4,6-dimorpholino-2-chloropyrimidine 1 were formed. Formation of 2,6-dichloro-4-morpholinopyrimidine 3 was also observed. Water (700 mL) was added to the reaction mixture was and the resulting precipitate was filtered to give 7 g of the mixture described above. The crude material was purified by silica gel chromatography (3%-20% EtOAc-DCM) yielding 4,6-dimorpholino-2-chloropyrimidine (1, 500 mg, 6%); 2,4 -dimorpholino-6-chloropyrimidine (2, 4.6 g, 59%) and 2,6-dichloro- 4-morpholinopyrimidine (3, 1.5 g, 24%).[0235] 4,6-dimorpholino-2-chloropyrimidine 1: LCMS (m/z): 284.8 (MH+); 1H NMR (CDCl3): delta 5.4 (s, IH), 3.76 (q, 8H), 3.55 (q, 8H). [0236] 2,4-dimorpholino-6-chloropyrimidine 2: LCMS (m/z): 284.8 (MH+); 1UNMR (CDCl3): delta 5.88 (s, IH), 3.74 (m, 12H), 3.55 (q, 4H).[0237] 2,4-dicholoro-6-morpholinopyrimidine 3: LCMS (m/z): 233.8 (MH+); 1H NMR (CDCl3): delta 6.4 (s, IH), 3.77 (m, 4H), 3.65 (bs, 4H).

According to the analysis of related databases, 3764-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS VACCINES AND DIAGNOSTICS, INC.; WO2008/98058; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 90213-66-4, 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. 90213-66-4, name is 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C6H3Cl2N3, 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.

To a stirred solution of 2,4-dichloro-7H-pyrrrolo[2,3-(f]pyrimidine (25 g) in DMF (100 mL) was charged N-Iodosuccinamide (31.41g). The reaction mixture was stirred for 3-4 h at ambient temperature and poured into water. Precipitates were filtered and washed with water (500 mL). Filtered solid was suck dried and extracted into ethylacetate (800 mL) and washed with water (300 mL). Organic layer was dried over anhydrous sodium sulphate and concentrated under vacuum. Trituration of the solid with hexanes (125 mL) followed by filtration and drying afforded an off-white solid (30 g).

According to the analysis of related databases, 90213-66-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUN PHARMA ADVANCED RESEARCH COMPANY LIMITED; KADIYALA, V.S.N. Murty; RAUT, Virendra Narendra; SAVANT, Pratit; SHETH, Chetana Kaushal; CHAUDHARI, Umesh Vishnu; RATHOD, Rajendrasinh Jashvantsinh; BHATT, Tushar Bhupendrabhai; CHITTURI, Trinadha Rao; (50 pag.)WO2017/134685; (2017); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 4595-60-2, 2-Bromopyrimidine, 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-Bromopyrimidine, blongs to pyrimidines compound. Application In Synthesis of 2-Bromopyrimidine

Synthesis of 3-fluoro-2-(pyrimidin-2-yl)benzonitrile (Intermediate in the synthesis of intermediate A-2) To a solution of 3-fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile (4.98 g, 19.1 mmol) and 2-bromopyridine (3.85 g, 23 mmol) in THF (96 mL) was added Na2CO3 (6 g, 57.4 mmol) followed by water (43 mL). The reaction mixture was degassed with N2 for 10 minutes. PdCl2(dtbpf) (374 mg, 0.57 mmol) was added and the reaction mixture was stirred at 80 C. for 5 h. The solution was cooled to room temperature and a mixture of EtOAc and water was added. The aqueous was extracted twice with EtOAc and the combined organic layers were dried over MgSO4, filtered and evaporated. The title compound was precipitated by dissolving the residue in a minimum amount of EtOAc and then adding hexanes. The solid was filtered, washed with hexanes and dried to afford the title compound (2.46 g, 64%). MS (ESI) mass calcd. for C11H6FN3, 199.1; m/z found 200.1 [M+H]+. 1H NMR (400 MHz, Chloroform-d) delta 9.02-8.91 (m, 2H), 7.65 (dt, J=7.7, 1.0 Hz, 1H), 7.60-7.52 (m, 1H), 7.51-7.43 (m, 1H), 7.41 (t, J=4.9 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4595-60-2, 2-Bromopyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Janssen Pharmaceutica NV; GELIN, Christine F.; LEBOLD, Terry P.; SHIREMAN, Brock T.; US2014/275118; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 49844-90-8, 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.49844-90-8, name is 4-Chloro-2-(methylthio)pyrimidine, molecular formula is C5H5ClN2S, molecular weight is 160.63, as common compound, the synthetic route is as follows.

4-Chloro-2-methylthiopyrimidine (5 g, 31. 15 mmol) was added dropwise to a cooled 57% aqueous hydriodic acid solution (0C). Stirring was continued at 0C for 30 minutes, before warming to ambient temperature and stirring for 24 hours. Aqueous sodium bicarbonate was then carefully added and the resultant suspension basified to pH 9 by addition of sodium carbonate. The mixture was extracted with ethyl acetate and the extracts dried over magnesium sulfate and concentrated by reduced pressure. The resultant solid was dissolved in boiling isohexane and cooled by refridgeration overnight. The resultant solid was filtered and dried to afford the title compound as colourless needles (5.4 g, 69%); NMR Spectrum: (CDCl3) 2.55 (s, 3H), 7.40 (d, 1H), 7.98 (d, 1H) ; Mass Spectrum : M+H+ 253.

The chemical industry reduces the impact on the environment during synthesis 49844-90-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2003/87057; (2003); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 18592-13-7, Adding some certain compound to certain chemical reactions, such as: 18592-13-7, name is 6-(Chloromethyl)pyrimidine-2,4(1H,3H)-dione,molecular formula is C5H5ClN2O2, 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 18592-13-7.

Step 1: Preparation of 5-Bromo-6-(Chloromethyl)uracil (1) To a solution of 6-(chloromethyl)uracil (2.0 g, 12.5 mmol) in DMF (15 mL) at 0 C. was added NBS (recrystallized, 2.44 g, 13.7 mmol). The mixture was stirred at 0 C. for 1.5 h, and then quenched by ice water. The precipitate was collected by filtration and washed with AcOH and water to give the title compound (2.35 g, 69%) as a white solid. 1H NMR (DMSO, 500 MHz) delta 1.66 (s, 1H), delta 11.61 (s, 1H), delta 4.47 (s, 2H). MS (Multimode, M+H+) C5H5BrClN2O2, calcd. 238.9. found 238.9.

According to the analysis of related databases, 18592-13-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Cystic Fibrosis Foundation Therapeutics, Inc.; US8334292; (2012); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia