Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 10070-92-5, Pyrimidine-5-carbaldehyde, 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, 10070-92-5, blongs to pyrimidines compound. COA of Formula: C5H4N2O

General procedure: To a solution of amine (1.0 equiv) in 1,2-dichloroethane (0.1 M) were added aldehyde (1.2 equiv) and acetic acid (0.5 mL), the reaction mixture stirred at rt for 10 min, followed the addition of sodium triacetoxyborohydride (2.0 equiv). The reaction was stirred at rt under nitrogen for 18 h and concentrated. Sat. NaHCO3 (30 mL) was added and extracted with dichloromethane (20 mL x 3) and the combined organic layers were dried over anhydrous Na2SO4, filtered and evaporated under reduced pressure. The crude residue was purified by flash chromatography on silica gel eluting with 0-10% methanol/dichloromethane to give the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10070-92-5, its application will become more common.

Reference:
Article; Wang, Mingliang; Fang, Yanjia; Gu, Shoulai; Chen, Fangfang; Zhu, Zhengjiang; Sun, Xun; Zhu, Jidong; European Journal of Medicinal Chemistry; vol. 132; (2017); p. 157 – 172;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 3435-28-7, 6-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, 3435-28-7, blongs to pyrimidines compound. Computed Properties of C5H7N3

A mixure of ferf-butyl N-[3-chloro-4-(4-chlorothiazolo[5,4-c]pyridin-2-yl)-5-fluoro- phenyljcarbamate (56 mg, 0.135 mmol), 6-methylpyrimidin-4-amine (44 mg, 0.40 mmo), Pd2(dba)3 (6.2 mg, 0.00676 mmol), XantPhos (7.8 mg, 0.0135 mmol) and Cs2C03 (88 mg, 0.27 mmol) in 1,4-Dioxane (2 mL) was heated at 150 C in a microwave reactor for 20 min, The mixture was filtered through Celite, washed with EtOAc, concentrated. The crude product was purified by reverse phase HPLC to give the title compound (5.4 mg, 10% yield) as a yellow solid. ¾ NMR (400 MHz, DMSO-i/6) delta 10.48 (s,1H), 8.61 (s, 1H), 8.39 (d, J= 5.6 Hz, 1H), 7.75 (d, J= 5.6 Hz, 1H), 7.58 (s, 1H), 6.66 (s, 1H), 6.49 (dd, J = 12.7, 2.0 Hz, 1H), 6.34 (s, 2H), 2.38 (s, 3H). LCMS (Method B): RT = 3.43 min, m/z 387.0 [M+H+].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3435-28-7, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/35039; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 696-82-2, name is 2,4,6-Trifluoropyrimidine, the common compound, a new synthetic route is introduced below. Safety of 2,4,6-Trifluoropyrimidine

(Preparation by the process of the older German Patent Application P 39 00 471.6) 335.8 g (1.865 mol) of 30% strength sodium methylate (in methanol) were added to a mixture of 250 g (1.865 mol) of 2,4,6-trifluoropyrimidine and 1.4 1 of methanol at -20 C. over the course of 45 minutes, and the mixture was stirred at this temperature for a further 30 minutes. It was then allowed to warm to 25 C. and concentrated to about 1/5 of its volume. The resulting mixture was partitioned between diethyl ether and water, and then the organic phase was dried over magnesium sulfate and concentrated. Distillation (1.1 m column, 3 mm V-shaped packing) resulted in 141.6 g (52% of theory) of the title compound of boiling point 144-145 C. Distillation of the residue with a Normag head resulted in 114.4 g (42% of theory) of 4,6-difluoro-2-methoxypyrimidine of boiling point 157-161 C.

The synthetic route of 696-82-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hamprecht; Gerhard; US5283332; (1994); A;,
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Pyrimidine – Wikipedia

Electric Literature of 739364-95-5, 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.739364-95-5, name is 2-Methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid, molecular formula is C8H7N3O2, molecular weight is 177.16, as common compound, the synthetic route is as follows.

Compound of formula (1) (30 g) and N-hydroxysuccinimide (19.5 g)It was suspended in 200 mL of dichloromethane and a mixture of EDCI (36 g) in dichloromethane was added portionwise on an ice bath.The mixture was stirred at room temperature for 8 hours. Filtered to obtain 40 g of O-2,5-dicarbonylpyrrolyl-2-methylpyrazolo[1,5-a]pyrimidine-6-carboxylate (I-1) as a white solid.Yield 86%.

The chemical industry reduces the impact on the environment during synthesis 739364-95-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Chenxin Pharmaceutical Co., Ltd.; Shanghai Pharmaceutical Industry Institute; Li Jianqi; Ni Feng; Zhang Yi; Zhang Shuxin; Zhang Jin; Wu Xiabing; Du Zhenxin; Lu Xiulian; (9 pag.)CN104974160; (2017); B;,
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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;,
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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

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 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;,
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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;,
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Pyrimidine – Wikipedia

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