Tag: M.W:100-200

Reference of 1558-17-4 ,Some common heterocyclic compound, 1558-17-4, molecular formula is C6H8N2, 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: Preparation of 1a’-3f’ and 1g-5g. A mixture of pyrimidines (2.00 mmol) and benzaldehydes (4.00 mmol) in 5 N NaOH solution (20 mL) containing tetrabutylammonium hydrogen sulfate (0.10 g, 0.29 mmol) was refluxed. After cooling, the precipitates were filtered off. The products were purified by recrystallization from EtOAc. Otherwise, the mixture was extracted with CH2Cl2. Then, the organic layer was dried over MgSO4 and concentrated in vacuo. The residue was purified by flash column chromatography to give the products.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1558-17-4, its application will become more common.

Reference:
Article; Lee, Yun Suk; Kim, Hye Yun; Kim, Youngsoo; Seo, Jae Hong; Roh, Eun Joo; Han, Hogyu; Shin, Kye Jung; Bioorganic and Medicinal Chemistry; vol. 20; 16; (2012); p. 4921 – 4935;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 3993-78-0, 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.3993-78-0, name is 2-Amino-4-chloropyrimidine, molecular formula is C4H4ClN3, molecular weight is 129.55, as common compound, the synthetic route is as follows.

A mixture of 2-amino-4-chloro-pyrimidine (7,5 mmol, 1g) with DMAP (0,2 eq, 1,5 mmol, 183,5 mg), triethylamine (0,2 eq, 1,5 mmol, 0,2 ml) and di-tert-butyl-dicarbonate (2 eq, 15 mmol, 3,2 g) in dichloromethane (60 mL) was stirred at room temperature for 48 h. When the reaction was finished the solvent is evaporated and the resulting crude was dissolved in CH2Cl2 and washed with water. The organic phase was evaporated to dryness in vacuo and the residue purified by silica gel column chromatography using as eluent AcOEt/Heptane in gradient. NMR (CDCl3): delta ppm 7.9 (d, 1H); 6.52 (d, 1H); 1.43 (s, 18 H)

The chemical industry reduces the impact on the environment during synthesis 3993-78-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOSCIRA, S.A.; Medina Padilla, Miguel; Dominguez Correa, Juan Manuel; Fuertes Huerta, Ana; Palomo Nicolau, Francisco; Lopez Ogalla, Javier; Herrero Santos, Susana; Alonso Cascon, Mercedes; Alonso Gordillo, Diana; Rubio Arrieta, Laura; EP2647634; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 767-15-7, name is 2-Amino-4,6-dimethylpyrimidine. A new synthetic method of this compound is introduced below., HPLC of Formula: C6H9N3

General procedure: For the synthesis of 2, the solution of sulfurisocyanatidic chloride (7.2mmol) in 20mL toluene was added to the solution of 1 (6.0mmol) in 20mL toluene dropwise at room temperature. The reactant was heated to 140C and then the reaction proceeded for 18h under reflux. Subsequently, the mixture was cooled down to room temperature and remaining sulfurisocyanatidic chloride was removed under reduced pressure, together with the solvent. Without further purification, the resulting yellow oil 2 was dissolved in 10mL anhydrous acetonitrile and after that it was added slowly to 5mmol of 3, which was also dissolved in 10mL anhydrous acetonitrile beforehead in ice bath. After stirring for 24hat room temperature, acetonitrile was removed under reduced pressure and saturated sodium bicarbonate was added to product 4. Product 5 precipitated easily and it was further purified by recrystallization from petroleum ether/acetone in 1:1 ratio in high yields. 15% hydrochloric acid was added to aqueous solution of 5 under stirring and corresponding acidified product 4 precipitated out easily in high yields.

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, 767-15-7, 2-Amino-4,6-dimethylpyrimidine.

Reference:
Article; Wu, Ren-Jun; Ren, Tongtong; Gao, Jie-Yu; Wang, Li; Yu, Qilin; Yao, Zheng; Song, Guo-Qing; Ruan, Wei-Bin; Niu, Cong-Wei; Song, Fu-Hang; Zhang, Li-Xin; Li, Mingchun; Wang, Jian-Guo; European Journal of Medicinal Chemistry; vol. 162; (2019); p. 348 – 363;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.51940-63-7, name is Ethyl 6-chloropyrimidine-4-carboxylate, molecular formula is C7H7ClN2O2, molecular weight is 186.5957, as common compound, the synthetic route is as follows.Quality Control of Ethyl 6-chloropyrimidine-4-carboxylate

Tripotassium phosphate (1.12 g, 5.63 mmol) was added in one portion to a stirred solution of 2-(2H-l,3-benzodioxol-5- yl)-4,4,5,5-tetramethyl-l,3,2-dioxaborolane (0.93 g, 3.75 mmol) and ethyl 6- chloropyridine-4-carboxylate (0.7 g, 3.75 mmol) in DMF (20 mL). The mixture was degassed with nitrogen for 5 minutes, after which time Pd(dppf)2C12 (0.14 g, 0.19 mmol) was added in one portion, the mixture was then heated to 80oC and stirred at this temperature for 16 hours under a nitrogen atmosphere. After this time the reaction mixture was cooled to room temperature and partitioned between ethyl acetate (200mL) and water (lOOmL). The organic layer was separated, washed sequentially with water (lOOmL) then brine (lOOmL) before being dried (MgS04), filtered and concentrated. The resulting brown solid was purified by flash column chromatography (elution: 40%EtOAc, 60%) Heptane) to give the desired compound (0.31 g, 31% yield) as a white solid. Tr = 1.87 min m/z (ES+) (M+H+) 273.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,51940-63-7, Ethyl 6-chloropyrimidine-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; COURTNEY, Stephen Martin; PRIME, Michael; MITCHELL, William; BROWN, Christopher John; DE AGUIAR PENA, Paula C.; JOHNSON, Peter; DOMINGUEZ, Celia; TOLEDO-SHERMAN, Leticia M.; MUNOZ, Ignacio; WO2013/33085; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 22536-65-8, 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 22536-65-8, name is 2-Chloro-5-methoxypyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 4-((4-bromo-2-fluorophenoxy)methyl)piperidine hydrochloride (5.6 g, 17.3 mmol) in dimethylformamide (20 mL) was added 2-chloro-5-methoxypyrimidine (2.7 g, 19.0mmol) and diisopropylethylamine (5.6 g, 43.3 mmol). The reaction mixture was stirred and heated in “CEM” microwave system (140C, 17 hours). Upon completion, the reaction mixture was poured into water (100 mL). A precipitate was filtered, air-dried and purified by column chromatography eluting with hexanes: ethyl acetate mixture (9: 1) to afford the title compound as a yellow solid (2.9 g, 42 %).

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 22536-65-8, 2-Chloro-5-methoxypyrimidine.

Reference:
Patent; Peu Lama Na Perm Syutikeolseu In Keu .; Man Su-reu-ta-rek-su-ha-il; Cha Pi-beu-mi-ka-il; Yu Din-mi-ka-il; Ge Jen-cheu-be-i-yu-ri; Ni Ki-tin-al-rek-san-deu-reu; (190 pag.)KR2019/15535; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 213265-83-9, name is 4,6-Dichloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. name: 4,6-Dichloro-5-fluoropyrimidine

Example 1.1: Preparation of 4-(l-(5-Ethylpyrimidin-2-yl)piperidin-4-yloxy)-5-fluoro-6-(2- methyl-6-(methylsulfonyl)pyridin-3-yloxy)pyrimidine (Compound 1).Step A: Preparation of tert-Butyl 4-(6-Chloro-5-fluoropyrimidin-4- yloxy)piperidine-l-carboxylate.To a solution of 4,6-dichloro-5-fluoropyrimidine (1.00 g, 5.99 mmol) and teri-butyl 4- hydroxypiperidine-1 -carboxylate (1.205 g, 5.99 mmol) in THF (10 mL) at -78 C was added 1 M potassium teri-butoxide solution in THF (5.99 mL, 5.99 mmol) dropwise. The mixture became thick and additional THF (10 mL) was slowly added. After stirring for 15 min, the mixture was diluted with water and extracted with EtOAc. The organic layer was concentrated under reduced pressure and purified by silica gel flash column chromatography to give the title compound as a colorless oil that slowly became a white solid (1.9561 g, 98%). Exact mass calculated for ^Eta19alphaRhoNu303: 331.1, found: LCMS m/z = 332.4 [M+H]+; lU NMR (400 MHz, CDC13) delta ppm 1.45 (s, 9H), 1.75-1.85 (m, 2H), 1.98-2.04 (m, 2H), 3.28-3.36 (m, 2H), 3.75-3.81 (m, 2H), 5.30-5.39 (m, 1H), 8.31 (s, 1H).

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, 213265-83-9, 4,6-Dichloro-5-fluoropyrimidine.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; WO2012/145604; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 4595-60-2, name is 2-Bromopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-Bromopyrimidine

General procedure: A Schlenk tube was charged with the prescribed amount of catalyst, aryl halide (1.0 mmol), 3-(hydroxymethyl)phenylboronicacid (1.5 mmol), TBAB (1.0 mmol), the selected base (3.0 mmol), and water under nitrogen atmosphere. The reaction mixture was heated at 100 C for 12 h. After cooling,the mixture was extracted with CH2Cl2, the solvent was evaporated,and the product was separated by passing through a silica gel column with CH2Cl2/ethyl acetate (5:1) aseluent. The products 2f, 2j, 2l, and 2o were new compounds and were determined by 1H and C13 NMR. Other products were characterized by comparison with data in the literature.

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, 4595-60-2, 2-Bromopyrimidine.

Reference:
Article; Gao, Hui; Xu, Chen; Li, Hong-Mei; Lou, Xin-Hua; Wang, Zhi-Qiang; Fu, Wei-Jun; Bulletin of the Korean Chemical Society; vol. 36; 9; (2015); p. 2355 – 2358;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 504-17-6 ,Some common heterocyclic compound, 504-17-6, molecular formula is C4H4N2O2S, 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 mixture of an aldehyde (0.25mmol), 2-thiobarbituric acid (0.5mmol), ammonium acetate (0.3mmol) and CuFe2O4 (10mol%) were added in distilled H2O. Then, ultrasonic probe was directly immersed in the resulting mixture. After completion of the reaction (TLC), the solvent was evaporated and the precipitate was washed from ethanol and hot water to afford the pure product. All products were identified by physical and spectroscopic data.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,504-17-6, its application will become more common.

Reference:
Article; Naeimi, Hossein; Didar, Asieh; Ultrasonics Sonochemistry; vol. 34; (2017); p. 889 – 895;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 347418-42-2, 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 347418-42-2 as follows.

Step 2 17.5 g Sodium hydride (60% dispersion in mineral oil) was suspended in300 ml N,N-dimethylformamide. The reaction mixture was cooled with an ice- water bath. 70.0 ml Diethyl malonate was added dropwise over 45 minutes. The resulting clear mixture was stirred at ambient temperature for 30 minutes. 36.2 g Crude product from the preceded step was added dropwise over 20 minutes at ambient temperature. The orange reaction mixture was stirred at ambient temperature. Reaction progress was monitored with HPLC. After 18 hours, the reaction mixture was concentrated in vacuo to remove most of the N,N- dimethylformamide.300 ml diethyl ether and100 ml water were added and the mixture was stirred vigorously for 5 minutes. The pH of the mixture was adjusted to ~7 with aqueous hydrochloric acid (1.5 M). The layers were separated and150 ml diethyl ether was added to the aqueous layer. The pH was again adjusted to ~7. The combined organic layers were washed with300 ml brine, dried (Na2S04) and concentrated in vacuo. The obtained yellow oily liquid contained still some mineral oil (floating on top). Most of the mineral oil was removed by using a separation funnel. The excess of diethyl malonate still present was removed by vacuum distillation (80C, 0.65 mbar). The product diethyl (5- fluoro-4-pyrimidinyl)malonate was isolated as a yellow oily liquid (89.6% purity acc. HPLC, NMR confirms expected structure) that was used directly in the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,347418-42-2, its application will become more common.

Reference:
Patent; SYNTHRON B.V.; OVEREEM, Arjanne; ZHU, Jie; WO2011/110198; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3680-69-1, Adding some certain compound to certain chemical reactions, such as: 3680-69-1, name is 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine,molecular formula is C6H4ClN3, 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 3680-69-1.

4-chloro-7H-pyrrolo2,3-dipyrimidine (2-E, 20.0g, 130.7mmol) dissolved in DCM (800 mL) was treated portion-wise with N-bromosuccinimide (26.7 g. 149.8 mmol), while maintaining the temperature around 25-30C. The reaction mixture was stirred at room temperature overnight. Water was added (500 mL) and the phases were separated. The organic phase was dried over NaSO4, filtered and concentrated in vacuo. The crude product was triturated in Et2O affording after filtration 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine as a white solid (2-F, 22.43 g, 74%).

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. 3680-69-1, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARQULE, INC.; LAPIERRE, JEAN-MARC; EATHIRAJ, SUDHARSHAN; NAMDEV, NIVEDITA; SCHWARTZ, BRIAN; OTA, YUSUKE; MOMOSE, TAKAYUKI; TSUNEMI, TOMOYUKI; INAGAKI, HIROAKI; NAKAYAMA, KIYOSHI; (67 pag.)TW2017/22956; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia