Tag: M.W:100-200

Synthetic Route of 4318-56-3, Adding some certain compound to certain chemical reactions, such as: 4318-56-3, name is 6-Chloro-3-methylpyrimidine-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 4318-56-3.

General procedure: 6-Chloropyrimidine-2,4(1H, 3H)-dione derivatives 1 (1.0 mmol) and N-hydroxyformimidoyl chloride derivatives 2 (1.2 mmol) were combined and dissolved in methanol (15mL), followed by the addition of triethylamine (3.0 mmol). Subsequently, the reaction mixture was stirred in a round-bottom flask (25mL) at room temperature for 5h. After completion of the reaction as indicated by TLC, the mixture was evaporated by rotary evaporator, extracted with ethyl acetate, dried over Na2SO4, then concentrated and purified by flash column chromatography (PE/EA=5:1) to yield compounds 3a-t.

According to the analysis of related databases, 4318-56-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jiang, Kun-Ming; Jin, Yi; Lin, Jun; Tetrahedron; vol. 73; 47; (2017); p. 6662 – 6668;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 57489-77-7, 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. 57489-77-7, name is 5,7-Dichloropyrazolo[1,5-a]pyrimidine. A new synthetic method of this compound is introduced below.

To a solution of 58.3 (5.0 g, 26.59 mmol, 1.0 eq) in acetonitrile (50 mE), were added N-Iodo-succinimide (7.17 g, 31.90 mmol, 1.2. eq) at 00 C. The reaction mixture was stirred at room temperature for overnight. After completion of reaction, reaction mixture was transferred to ice cold water and product was extracted with dichloromethane. Organic layer was combined, washed with brine solution, dried over sodium sulphate and concentrated under reduced pressure to obtain crude material. This was further purified by 20% ethyl acetate in hexane to obtain 58.4. (3.7 g, Yield:44.32%). MS (ES): mlz 314.86 [M+H].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,57489-77-7, 5,7-Dichloropyrazolo[1,5-a]pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Nimbus Lakshmi, Inc.; Masse, Craig E.; Greenwood, Jeremy Robert; Mondal, Sayan; Cowen, Scott D.; McLean, Thomas H.; (624 pag.)US2019/31664; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 90213-66-4 ,Some common heterocyclic compound, 90213-66-4, molecular formula is C6H3Cl2N3, 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.

NaH (1.1 equiv) was slowly added at 0C to a 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine (1 equiv) solution in THF. The reaction mixture was stirred at 0C for 0.5h. p-Toluensulfonyl chloride (1 equiv) was then added and it was stirred at 0C for 4h. The solvent was evaporated to dryness, and the crude product was diluted with H2O and extracted thrice with CH2Cl2. The organic layer was washed with brine, dried over anhydrous Na2SO4, and filtered. The filtrate was concentrated to obtain the crude product for 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,90213-66-4, its application will become more common.

Reference:
Article; Wang, Ruifeng; Chen, Yixuan; Zhao, Xiangxin; Yu, Sijia; Yang, Bowen; Wu, Tianxiao; Guo, Jing; Hao, Chenzhou; Zhao, Dongmei; Cheng, Maosheng; European Journal of Medicinal Chemistry; vol. 183; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1004-39-3, 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. 1004-39-3, name is 4,6-Diaminopyrimidine-2-thiol. A new synthetic method of this compound is introduced below.

To a suspension of commercially available 4,6-diaminopyrimidine-2-thiol (5g, 35mmol) in methanol (7OmL) is added IN sodium hydroxide (35mL). The resulting solution is stirred for Ih at rt then evaporated to give a tan solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1004-39-3, 4,6-Diaminopyrimidine-2-thiol, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/22185; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1514-96-1, 4-Chloro-2-(trifluoromethyl)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, 1514-96-1, blongs to pyrimidines compound. Formula: C5H2ClF3N2

a mixture of (S)-2-amino-4-((2,2-difluoroethyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino) butanoic acid (160 mg, 432 mumol) and 4-chloro-2-(trifluoromethyl)pyrimidine (87 mg, 475 mol) in THF (2 mL), H2O (0.5 mL) was added NaHCO3 (73 mg, 864 mumol) and the resulting mixture was stirred at 70 C. for 1 h and then allowed to cool to rt and concentrated in vacuo. The crude residue was purified by reverse phase prep-HPLC to give the title compound. LCMS (ESI+): m/z=517.2. 1H NMR (400 MHz, Methanol-d4) delta ppm 8.29 (br d, J=6.39 Hz, 1H) 7.60 (d, J=7.50 Hz, 1H) 6.98-7.09 (m, 1H) 6.31-6.70 (m, 2H) 4.85-4.91 (m, 1H) 3.83 (td, J=14.94, 3.20 Hz, 2H) 3.36-3.64 (m, 6H) 2.76-2.85 (m, 4H) 2.49-2.62 (m, 1H) 2.33-2.46 (m, 1H) 1.75-1.99 (m, 6H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1514-96-1, its application will become more common.

Reference:
Patent; Pliant Therapeutics, Inc.; CHA, Jacob; DONG, Chengguo; HOM, Timothy; JIANG, Lan; LEFTHERIS, Katerina; LI, Hui; MORGANS, JR., David J.; MUNOZ, Manuel; REILLY, Maureen; ZHENG, Yajun; (232 pag.)US2019/276449; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 939986-65-9, 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. 939986-65-9, name is 6-Chloropyrimidine-4-carbonitrile. A new synthetic method of this compound is introduced below.

[0202] To a mixture of (4-(5-Ethyl-l,2,4-oxadiazol-3-yl)phenyl)methanamine (50 mg, 0.25 mmol, 1.0 equiv) and IPA (3 mL) in a microwave vial were added 6-chloropyrimidine- 4-carbonitrile (41 mg, 0.30 mmol, 1.2 equiv) and DIPEA (103 uL, 0.59 mmol, 2.4 equiv). The vial was sealed and heated at 160 C in a microwave reactor for 90 min. The mixture was concentrated and purified by RP-HPLC (Phenomenex, gemini 5u C18 150 x 21.2 mm, 10-100% ACN/water both with 0.1% formic acid gradient over 40 min) to provide 23 mg (31%) of 6-((4-(5-ethyl-l,2,4-oxadiazol-3-yl)benzyl)amino)pyrimidine-4-carbonitrile as a white solid. LRMS (ES) m/z 307.2 (M+H). 1 H-NMR (Methanol-^, 400 MHz, ppm) d 8.49 (s, 1H), 8.02 (d, J = 7.9 Hz, 2H), 7.49 (d, J = 7.8 Hz, 2H), 6.96 (s, 1H), 4.72 (s, 2H), 3.10- 2.88 (m, 2H), 1.43 (t, 7 = 7.6 Hz, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,939986-65-9, 6-Chloropyrimidine-4-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; CYTOKINETICS, INC.; MORGAN, Bradley P.; VANDERWAL, Mark; CHUANG, Chihyuan; (0 pag.)WO2020/5888; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 611-08-5, 5-Nitrouracil, 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, Computed Properties of C4H3N3O4, blongs to pyrimidines compound. Computed Properties of C4H3N3O4

General procedure: A solution of 8AQ (1 mmol) dissolved in 70C methanol(30 mL) was added a solution of metal salts (1 mmol in 2mL methanol), and then heated for 45 min. Subsequently, asolution of 5Iu or 5Nu (1 mmol in 2 mL methanol) wasadded to the reaction mixture and heated for another 1 h.The formed solid product was collected by filtration, washed3-4 times with cold MeOH and dried under reduced preesureat room temperature

At the same time, in my other blogs, there are other synthetic methods of this type of compound,611-08-5, 5-Nitrouracil, and friends who are interested can also refer to it.

Reference:
Article; Pingaew, Ratchanok; Worachartcheewan, Apilak; Prachayasittikul, Veda; Prachayasittikul, Supaluk; Ruchirawat, Somsak; Prachayasittikul, Virapong; Letters in drug design and discovery; vol. 10; 9; (2013); p. 859 – 864;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 873-83-6, Adding some certain compound to certain chemical reactions, such as: 873-83-6, name is 6-Aminopyrimidine-2,4(1H,3H)-dione,molecular formula is C4H5N3O2, 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 873-83-6.

General procedure: In a reaction vessel, a mixture of 6-aminouracil (2 mmol),aldehyde (1 mmol), and SBA-15-SO3H (0.05 g) was heatedat 120 C under solvent-free conditions for a specified time(completion of the reaction was monitored by TLC). Aftercompletion of the reaction, hot DMF (5 mL) was added andthe catalyst was separated by simple filtration. Then water(15 mL) was added to the filtrate to give the solid product.

According to the analysis of related databases, 873-83-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Rostamizadeh, Shahnaz; Tahershamsi, Leili; Zekri, Negar; Journal of the Iranian Chemical Society; vol. 12; 8; (2015); p. 1381 – 1389;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 1193-21-1, 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.1193-21-1, name is 4,6-Dichloropyrimidine, molecular formula is C4H2Cl2N2, molecular weight is 148.9781, as common compound, the synthetic route is as follows.

To a solution of 4, 6-dichloro-pyrimidine (10.0 g) in THF (10 mL) were added iPr2NEt (10.4 g) and 50% aqueous MezNH (6.05 g). The mixture was stirred at ambient temperature for 28 hr and poured into saturated aqueous NaHCO3. The aqueous layer was extracted with CHC13 (three times). The combined organic layer was dried over MgS04, filtered, and concentrated under reduced pressure. The residue was suspended in Et20. The precipitate was collected by filtration, washed with Et2O and dried under reduced pressure to give (6-chloro-pyrimidin-4-yl) -dimethyl-amine (6.37 g). ESI MS m/e 157, M ; IH NMR (300 MHz, CDC13) 6 3.12 (s, 6 H), 6.41 (s, 1 H), 8.37 (s, 1 H).

The chemical industry reduces the impact on the environment during synthesis 1193-21-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; Arena Pharmaceuticals, Inc; WO2005/95357; (2005); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4595-60-2, 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 4595-60-2, name is 2-Bromopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2-bromopyridine (0.43g,2.70mmol), 2-bromopyridine-5-boronic acid (0.55g,2.72mmol), tetrakis(triphenylphosphine)palladium(0) (3OOmg, 0.259mmol), cesium carbonate (1.15g, 3.03mmol) was stirred in MeOH/toluene/water (15ml, 1/1/1) at reflux temperature overnight. The reaction was cooled to room temperature and diluted with EtOAc (200ml) and water (50ml). The organic layer was separated, dried over MgSO4,filtered and solvent evaporated yielding a residue which was purified on silica gel eluting with 25% v/vEtOAc/hexanes yielding product 76 as white solid. (0.55g, 5%) ESMS (MH, 236).

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 4595-60-2, 2-Bromopyrimidine.

Reference:
Patent; SCHERING CORPORATION; WO2007/97937; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia