Tag: M.W:100-200

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. 5193-88-4, name is 4-Chloro-5,6-dimethoxypyrimidine. A new synthetic method of this compound is introduced below., Product Details of 5193-88-4

A solution of 4-chloro-5,6-dimethoxypyrimidine, 1 (5g, 28.64 mmol) in dry methanol (100 mL) was hydrogenated at 1 atm H2 gas pressure using Pd (10%) on carbon (1 g) as catalyst for 3 hours. After completion of the reaction, the reaction mixture was filtered through celite pad and concentrated to dryness to get (4 g, 99 %) of pure 4,5-dimethoxypyrimidine, 2, as a white solid. UPLC = Calculated for C6H8N202 140.14, Observed = 141.1

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 5193-88-4, 4-Chloro-5,6-dimethoxypyrimidine.

Reference:
Patent; FORGE THERAPEUTICS, INC.; NAMMALWAR, Baskar; TENG, Min; TAGANOV, Konstantin; PUERTA, David T.; (132 pag.)WO2017/83431; (2017); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3270-97-1, 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 3270-97-1 as follows.

(Essigsaeure=acetic acid) To a stirred solution of 7.0 g (0.05 mol) 6-methoxy-2,4-diaminopyrimidine in 100 ml acetic acid (10% conc. in water) at 50-60 C. was added dropwise over a period of 30 min a solution of 4.55 g (0.07 mol) sodium nitrite in 20 ml water. The solution was stirred at this temperature for a further 30 min and then stirred at room temperature overnight. The filtrate was filtered off with suction, washed with water and dried. 5-Nitroso-2,4-diamino-6-methoxypyrimidine (7.80 g, 92%) was obtained as a violet solid. m.pt.: 250 C. (dec.) 1H-NMR (300 MHz, d6-DMSO): delta=4.04 (s, 3 H, 6-OMe), 7.79 (s,1H, NH2), 7.85 (s,1H, NH2), 8.01 (s,1H, NH2), 10.10 (s, 1H, NH2). 13C-NMR (125 MHz, d6-DMSO): delta=54.5 (6-OMe), 140.0 (5-C), 151.2 (2-C), 163.8 (4-C), 171.4 (6-C).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3270-97-1, its application will become more common.

Reference:
Patent; Gebert, Antje; Giesa, Helmut; Koenen, Annika; US2015/209257; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 69696-37-3, 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 69696-37-3, name is 5-Bromo-2,4-dimethylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

g) methyl 3-((3-carbamoyl-7-(2,4-dimethylpyrimidin-5-yl)quinolin-4-yl)amino)-5- isopropoxybenzoate. A mixture of methyl 3-((7-bromo-3-carbamoylquinolin-4- yl)amino)-5-isopropoxybenzoate (300 mg, 0.655 mmol) bis(pinacolato)diboron (183 mg, 0.720 mmol), potassium acetate (225 mg, 2.291 mmol), [1 , 1 – bis(diphenylphosphino)ferrocene]dichloropalladium(ll) dichloromethane adduct (26.7 mg, 0.033 mmol) and 1 ,4-dioxane (3 ml.) was heated at 1 10 C for 45 minutes in a microwave reactor. Cesium carbonate (427 mg, 1 .309 mmol), 5- bromo-2,4-dimethylpyrimidine (0.045 ml_, 0.393 mmol), [1 ,1 – bis(diphenylphosphino)ferrocene]dichloropalladium(ll) dichloromethane adduct (26.7 mg, 0.033 mmol), and water (1 ml.) were added and the mixture heated again in a microwave reactor at 1 10 C for 1 hour. LCMS indicated formation of the desired product. The mixture was filtered and purified by reverse-phase preparative HPLC (ODS, acetonitrile/0.03% aqueous ammonia) to afford the title compound (150 mg, 47%). LCMS (ES+) m/e 486 [M+H]+.

According to the analysis of related databases, 69696-37-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE LLC; BROWN, Kristin, K.; CHAI, Deping; DODSON, Christopher, S.; DUFFY, Kevin, J.; SHAW, Antony, Nicholas; WO2013/96151; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 186519-92-6, 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 186519-92-6, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Step 1. 4-Chloro-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide. To a flask was added 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid (200 mg, 1.01 mmol), dimethyl amine (82.5 mg, 1.01 mmol) and CH3CN (2 mL). After 10 min, HATU (476 mg, 1.21 mmol) and DIEA (0.44 mL, 2.43 mmol) was added. The reaction mixture was stirred at rt for 2 hrs and then poured into water/DCM. The layers were separated and the organic extract washed with water, brine and dried (Na2SO4). The solvent was removed to give the crude, which was purified by chromatography (silica, MeOH/DCM, 0 to 10%) to give 4-chloro-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide (100 mg, 44%). LC/MS (M+H) 225.1

According to the analysis of related databases, 186519-92-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Thorarensen, Atli; Brown, Matthew Frank; Casimiro-Garcia, Agustin; Che, Ye; Coe, Jotham Wadsworth; Flanagan, Mark Edward; Gilbert, Adam Matthew; Hayward, Matthew Merrill; Langille, Jonathan David; Montgomery, Justin Ian; Telliez, Jean-Baptiste; Unwalla, Rayomand Jal; US2015/158864; (2015); 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 85989-61-3, name is 5,7-Dichloroimidazo[1,2-c]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 85989-61-3

5,7-Dichloroimidazo[1,2-f]pyrimidine (100 mg, 0.5 mmol) and 3-amino-5-methyl pyrazole (52 mg, 0.5 mmol) were stirred in ethanol (1 ml) at 60 C. for 15 minutes. Alternatively, the pyrimidine and the pyrazole can be reacted in DMF at 100-150 C. for 15-30 minutes. The solvent was evaporated and the residue purified by flash chromatography using 1:1 EtOAc:Hexane then 1:10 MeOH/DCM. Evaporation of the solvent revealed 7-chloro-N-(5-methyl-1H-pyrazol-3-yl)imidazo[1,2-f]pyrimidin-5-amine (100 mg, 75%). 1H NMR (400 MHz, DMSO) delta 10.54 (s, 1H) 8.37 (s, 1H) 7.57 (s, 1H) 7.07 (s, 1H) 6.48 (s, 1H) 2.28 (s, 3H). [M+H] calc’d for C10H9ClN6, 249; found, 249.

With the rapid development of chemical substances, we look forward to future research findings about 85989-61-3.

Reference:
Patent; Dong, Qing; Hosfield, David J.; Paraselli, Bheema R.; Scorah, Nicholas; Stafford, Jeffrey A.; Wallace, Michael B.; Zhang, Zhiyuan; US2006/84650; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 31737-09-4, 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. 31737-09-4, name is 6-Chloro-1-methylpyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.

Intermediate 49 was prepared from Intermediate 4 and Intermediate 46 by a method analogous to that of Step 1 of Example 1, Yield 81.8%. Step 1: Preparation of 1-(2-butyn-1-yl)-6-chloropyrimidine-2,4(1H,3H)-dione (Intermediate 1) 6-chlorouracil (14.5 g, 100 mmol) was dissolved in a mixed solution of 150 mL of N,N-dimethylformamide (DMF) / dimethylsulfoxide (DMSO) (VDMF / VDMSO = 6: 1), cooled to 0C, adding sodium hydride (4.2 g, 105 mmol). After stirring for 5 min, lithium bromide (13.0 g, 105 mmol) was added, stirring was continued for 15 min, then 1-bromo-2-butyne (14.0 g, 105 mmol) in N,N-dimethylformamide solution (50 mL) was added dropwise thereto, followed by stirring at room temperature for 10 to 12 hours. After completion of the reaction, the reaction solution was poured into ice water, and the precipitated solid was stirred, filtered and vacuum dried to obtain 17.0 g of a light yellow solid in a yield of 85.6%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,31737-09-4, its application will become more common.

Reference:
Patent; Qilu Pharmaceutical Co.,Ltd.; Chen, Dong; Fan, Chuanwen; He, Xujun; Cheng, Zhe; Li, Chenglong; (36 pag.)CN103848811; (2016); B;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 89167-24-8, 6-Bromo-[1,2,4]triazolo[1,5-a]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, 89167-24-8, blongs to pyrimidines compound. COA of Formula: C5H3BrN4

2-(ri,2,41Triazolori,5-a1pyrazin-6-yl)-2,8-diazaspiror4.51decan-3-one : fert-Butvl 3-oxo-2,8- diazaspiro[4.5]decane-8-carboxylate (INTERMEDIATE 15) (50 mg, 0.197 mmol), 6- bromo[l,2,4]triazolo[l,5-a]pyrazine (58.8 mg, 0.296 mmol), copper(I) iodide (37.4 mg, 0.194 mmol), N,N’-dimethylethyldiamine (34.7 mg, 0.393 mmol) and cesium carbonate (192 mg, 0.59 mmol) were mixed in a 8 mL vial. 1,4-dioxanes (1ml) was added. The vial was then capped and the mixture was heated at 98C overnight. The reaction mixture was cooled to room temperature, water (1 mL) and ethyl acetate (3 mL) were added. The organic layer was then collected. Removal of solvent gave the crude product, to which was added HC1 in 1,4-dioxane (4M, lmL). The mixture was stirred at room temperature overnight. The solvent was then removed in vacuo to give the crude 2-([l,2,4]triazolo[l,5-a]pyrazin-6-yl)-2,8-diazaspiro[4.5]decan-3-one which was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89167-24-8, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; PIO, Barbara; CHOBANIAN, Harry, R.; SHI, Zhi-Cai; DONG, Shuzhi; GUO, Yan; WALSH, Shawn, P.; GUO, Zhiqiang; FERGUSON, Ronald, D.; CATO, Brian; (114 pag.)WO2016/60941; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 875251-47-1 , The common heterocyclic compound, 875251-47-1, name is 2-(Pyrimidin-5-yl)ethanol, molecular formula is C6H8N2O, 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.

25 g of 5-pyrimidine ethanol (0.20 mol) was added to 500 mL of dichloromethane,83.7 g of thionyl bromide(0.40 mol) was added at 0 C.After reacting at 0 C for about 3 hours, the reaction was detected by TLC and added to ice water. The reaction solution was made alkaline with sodium bicarbonate and extracted three times with dichloromethane. The organic phase was backwashed once with saturated brine.Add anhydrous sodium sulfate to dry, and distill off the solvent under reduced pressure.36 g of 5- (2-bromoethyl) pyrimidine were obtained. The yield was 95% and the purity was 99%.The NMR spectrum of the compound 5- (2-bromoethyl) pyrimidine is shown in Fig. 3

The synthetic route of 875251-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Bide Pharmaceutical Technology Co., Ltd.; Yu Guochun; Mi Taoran; (8 pag.)CN110563655; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 17759-30-7 ,Some common heterocyclic compound, 17759-30-7, molecular formula is C7H11N3OS, 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.

To a solution of Example Cl (10 g, 56 mmol) in anhydrous THF (120 mL) was added thionyl chloride (10.4 mL, 140 mmol) slowly at 00C. The resulting mixture was stirred at 800C for 4 hours. The solvent was removed under reduced pressure to give 5-(chIoromethyl)-N- methyl-2-(methylthio)pyrimidin-4-amine (11.5 g, >I00% yield), which was used directly in the next step.; To a solution of Example Cl (2 g, 11 mmol) in anhydrous THF (120 raL) was added thionyl chloride (1.74 mL, 23 mmol) slowly at 00C. The resulting mixture was stirred at 80 C for 4 hours. The solvent was removed under reduced pressure to give 5-(chloromethyl)- N-methyl-2-(methylthio)pyrimidin-4-amine (2.1 g) which was used directly in the next step.

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. 17759-30-7, (4-(Methylamino)-2-(methylthio)pyrimidin-5-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DECIPHERA PHARMACEUTICALS, LLC; WO2008/33999; (2008); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1513-69-5, 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. 1513-69-5, name is 2-Amino-4-hydroxy-6-(trifluoromethyl)pyrimidine, molecular formula is C5H4F3N3O, 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.

33.4 g (0.186 mol) of 4-hydroxy-6-trifluoromethylpyrimidin-2-ylamine are added in portions (in each case ca. 5 g) to a mixture of 85 ml of phosphorus oxychloride and 47.5 ml of dimethylaniline and the mixture is heated at reflux until the added solid has dissolved. The mixture is then heated at reflux for a further 90 minutes. After cooling, the reaction mixture is added to ice water while observing the safety precautions for phosphorus oxychloride. The aqueous phase is extracted with methylene chloride, the organic phase is separated off and dried with sodium sulfate, and the drying agent is filtered off. Following concentration by evaporation, 47.8 g of a crude mixture are obtained. Following column chromatographic separation with ethyl acetate/heptane as eluent, 8.5 g of 4-chloro-6-trifluoromethylpyrimidin-2-ylamine were obtained (solid, 22% yield, purity 95%).

According to the analysis of related databases, 1513-69-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER CROPSCIENCE AG; US2010/167935; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia