Pyrimidines

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. 3029-64-9, name is 2,4,6-Trichloro-5-cyanopyrimidine. A new synthetic method of this compound is introduced below., Computed Properties of C5Cl3N3

EXAMPLE VIII 4,6-Dichloro-2-diethylamino-5-pyrimidinecarbonitrile A stirred solution of 6.3 grams of 2,4,6-trichloro-5-pyrimidinecarbonitrile in 150 ml of diethyl ether was cooled to -10°, and a solution of 4.4 grams of diethylamine in 75 ml of diethyl ether was added dropwise. Upon complete addition, the reaction mixture was stirred at -10° for 1 hour. Water was added to the reaction mixture. The diethyl ether layer was separated and dried over magnesium sulfate. The mixture was filtered, and the filtrate was evaporated under reduced pressure to a residue. The residue was recrystallized from methylcyclohexane to give 3.8 grams of 4,6-dichloro-2-diethylamino-5-pyrimidinecarbonitrile; mp, 125°-126°. Analysis: Calculated for C9 H10 Cl2 N4: C,44.10; H,4.07; N,22.85; Found: C,44.l3; H,4.28; N,23.14.

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, 3029-64-9, 2,4,6-Trichloro-5-cyanopyrimidine.

Reference:
Patent; FMC Corporation; US4092150; (1978); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 2022-78-8 ,Some common heterocyclic compound, 2022-78-8, molecular formula is C4H3FN2O, 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.

EXAMPLE 4 1-(2-Hydroxyethyl)-5-fluoropyrimid-2-one 5-Fluoropyrimid-2-one (0.008 mol) was dissolved in a solution of potassium hydroxide (0.008 mol) in absolute ethanol (100 ml) at 80 C. and ethylene bromohydrin (0.008 mol) added gradually with stirring. The alkylation was incomplete when the pH had become neutral. The reaction was further monitored by chromatography and equivalent amounts of potassium hydroxide and ethylene bromohydrin added until all the pyrimidine had been alkylated. The reaction mixture was then filtered and the filtrate evaporated to dryness before the residue was triturated with ether and extracted with warm acetone. Evaporation of the acetone solution left the title compound in 50% yield, m.p. 134-136 C. after recrystallisation from ethanol; Found: C, 45.83; H, 4.42; Calc. for C6 H7 FN2 O2: C, 45.58; H, 4.46.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,2022-78-8, its application will become more common.

Reference:
Patent; Nyegaard & Co. A/S; US4395406; (1983); A;,
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.148550-51-0, name is Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate, molecular formula is C8H10N2O4S, molecular weight is 230.24, as common compound, the synthetic route is as follows.Recommanded Product: Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate

Step 3: Ethyl 2-morpholinopyrimidine-5-carboxylate (122); [0727] A solution of sulfone 121 (0.184 g, 0.80 mmol) in ethyleneglycol dimethylether (5 mL) was treated with neat morpholine (0.3 mL, 3.4 mmol) and the mixture was stirred at room temperature for 48 h. The reaction mixture was then diluted with DCM and washed with saturated NaHCO3 in brine, dried over MgSO4, filtered, concentrated and stored under vacuum to give intermediate 122 (0.205 g, >99percent yield).[0728] 1H NMR (DMSO-d6) delta (ppm): 8.78 (s, 2H), 4.26 (q, J= 7.0 Hz, 2H), 3.83 (t, J= 4.7Hz, 4H), 3.66 (t, J= 5.1 Hz, 4H), 1.30 (t, J= 7.0 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,148550-51-0, Ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; METHYLGENE INC.; WO2007/118137; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 49844-90-8, 4-Chloro-2-(methylthio)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, name: 4-Chloro-2-(methylthio)pyrimidine, blongs to pyrimidines compound. name: 4-Chloro-2-(methylthio)pyrimidine

5-Nitro-1H-indole (201-34) (3 g, 18.5 mmol) and 4-chloro-2-(methylthio)pyrimidine (301-34) (2.98 g, 18.5 mmol) were dissolved in N, N-dimethylformamide (100 mL) at room temperature and potassium carbonate (5.1 g, 37mmol) was then added and the mixture was heated to 80C to react overnight. Water (500 mL) was then added and the mixture was filtered directly and dried in vacuum to give 1-(2-(methylthio)pyrimidin-4-yl)-5-nitro-1H-indole (302-34) as a gray solid (5.2 g, yield: 98%). LCMS (ESI): m/z 287[M + H]+.

The synthetic route of 49844-90-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangzhou Bebetter Medicine Technology Co., Ltd.; CAI, Xiong; QIAN, Changgeng; WENG, Yunwo; LIU, Bin; WANG, Yanyan; LIN, Mingsheng; LI, Junqi; QING, Yuanhui; YOU, Huajin; ZHOU, Shiqing; XUE, Weicai; (76 pag.)EP3345900; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 16097-63-5, 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 16097-63-5 as follows.

To a mixture of 4 ml of water, 1.4 g of sodium cyanide and 0.29 g of 1, 4-diazabicyclo [2.2.2] octane, 20 ml of dimethyl sulfoxide and the crude product were added at 00C. This mixture was stirred for 1 hour. The reaction mixture was poured into water and then extracted three times with tert-butyl methyl ether. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and then concentrated. The residue was subjected to silica gel column chromatography to obtain 3.2 g of 2-methylthio-6- trifluoromethylpyrimidine-4-carbonitrile . 2-methylthio-6-trifluoromethylpyrimidine-4-carbonitrile1H-NMR: 2.63(s,3H), 7.53(s,lH)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,16097-63-5, its application will become more common.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; MIZUNO, Hajime; WO2010/134478; (2010); 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. 33034-67-2, name is 2-Chloro-4-(trifluoromethyl)pyrimidine. A new synthetic method of this compound is introduced below., HPLC of Formula: C5H2ClF3N2

General procedure: Toa vial was added pyrimidine (0.42-0.65 mmol, 1.0 equiv.) (if solid), carboxylic acid (3.0 equiv.) (if solid), silver nitrate (4.0 equiv.) and ammonium persulfate (5.0equiv.). Acetonitrile (5 mL) and water(5 mL) were then added (followed by the pyrimidine and/or carboxylic acid if liquids) and the vial was capped and heated to 60 C for 2 h. The reaction mixture was monitored by TLC and LCMS. The reaction mixture was quenched by the addition of concentrated ammonium hydroxide (0.8 mL) and water (3.2 mL), diluted with brine and filtered through Celite®. The filtrate was then extracted with DCM (3 x10 mL) and the organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The residue was adsorbed onto silica and purified by flash chromatography (0?50percent EtOAc in heptane) to afford the desired compound.

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, 33034-67-2, 2-Chloro-4-(trifluoromethyl)pyrimidine.

Reference:
Article; Shore, Daniel G.M.; Wasik, Kimberly A.; Lyssikatos, Joseph P.; Estrada, Anthony A.; Tetrahedron Letters; vol. 56; 27; (2015); p. 4063 – 4066;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 252723-17-4, 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. 252723-17-4, name is 5-Bromo-4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C12H7BrClN3O2S, 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 M 7-Benzenesulfonyl-5-bromo-4-piperidin-1-yl-7H-pyrrolo[2,3-d]pyrimidine A mixture of 2.0 g (5.37 mmol) of the product from Method L and 1.1 grams (13.4 mmol) of piperidine in 10 mL of tert-butanol was heated with stirring at 60 C. for 2 hours. After cooling to room temperature, the reaction mixture was partitioned between dichloromethane (25 mL) and water (25 mL). The dichloromethane layer was dried over sodium sulfate (Na2SO4) and concentrated to dryness in vacuo affording 2.2 grams (97%) of the title compound. 1H NMR (400 MHz) (CDCl3)delta: 1.63-1.72 (m, 6H), 3.54-3.57 (m, 4H), 7.53 (t, 2H, J=2.0 Hz), 7.60 (s, 1H), 7.61 (t, 1H, J=2.0 Hz), 8.17-8.20 (m, 2H), 8.43 (s, 1H). LRMS: 422.7, 420.7 (M+1).

According to the analysis of related databases, 252723-17-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; US6635762; (2003); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 16234-14-3, Adding some certain compound to certain chemical reactions, such as: 16234-14-3, name is 2,4-Dichlorothieno[3,2-d]pyrimidine,molecular formula is C6H2Cl2N2S, 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 16234-14-3.

To a solution of 2,4-dichloro-thieno[3,2-d]pyrimidine 1 (300 mg, 1.46 mmol) in EtOAc, DIPEA (0.52 mL, 2.92 mmol) was added, followed by 10 % Pd/C (300 mg) and the suspension shaken in a Parr hydrogenator at 45 psi of H2 pressure for 5 h. The reaction mixture was filtered over celite, the filtrate evaporated and the crude material loaded onto silica. The crude reaction mixture was purified using column chromatography eluting with 9:1 hexanes/EtOAc to obtain 5 as an off-white solid (200 mg, 1.17 mmol, 80 %). Rf 0.1 in 9:1 hexanes/EtOAc. Mp 166.3-169.6 C. 1H NMR (400 MHz, CDCl3): delta 7.47 (d, 1H, J=5.5Hz), 8.00 (d, 1H, J=5.0Hz), 9.11 (s, 1H). 13C NMR (100 MHz, CDCl3): delta 123.8, 129.8, 139.1, 153.6, 157.5, 163.1. FAB-MS m/z for C6H3ClN2S calculated [M+H]+ 170.9778, found 170.9784 (35Cl), 170.9766 (37Cl).

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. 16234-14-3, 2,4-Dichlorothieno[3,2-d]pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Temburnikar, Kartik W.; Zimmermann, Sarah C.; Kim, Nathaniel T.; Ross, Christina R.; Gelbmann, Christopher; Salomon, Christine E.; Wilson, Gerald M.; Balzarini, Jan; Seley-Radtke, Katherine L.; Bioorganic and Medicinal Chemistry; vol. 22; 7; (2014); p. 2113 – 2122;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1193-21-1, 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.

(c) 4,6-Diiodo-pyrimidine. A mixture of 4,6-dichloro-pyrimidine (1.0 g, 6.70 mmol, Aldrich), NaI (1.36 g, 9.00 mmol) and hydriodic acid (20 mL, 151.4 mmol) was heated at 40 C. with stirring for 1 h. The reaction mixture was stirred at room temperature for 20 h and basified with 10 N NaOH to pH 10. The resulting precipitate was filtered, washed with water, and dried in vacuo to give the title compound as a light-yellow solid. MS (ESI, pos. ion.) m/z: 332 (M+1).

According to the analysis of related databases, 1193-21-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Balan, Chenera; Chen, Ning; Doherty, Elizabeth M.; Gore, Vijay Keshav; Norman, Mark H.; Wang, Hui-Ling; US2005/182067; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 4316-93-2 , The common heterocyclic compound, 4316-93-2, name is 4,6-Dichloro-5-nitropyrimidine, molecular formula is C4HCl2N3O2, 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.

Iron powder (12.5 g, 112 mmol) was added to a suspension of 4,6-dichloro-5-nitropyrimidine a (7.0 g, 36.1 mmol) in acetic acid (70 mL). The mixture was stirred at 4O0C for 45min. The mixture was poured onto ice and neutralized by addition of solid sodium bicarbonate. The aqueous phase was extracted with EtOAc (3×200 mL). The combined organic phases were dried with MgSO4, filtered and concentrated to afford a pale yellow solid. Recrystallization in hot ethyl acetate afforded 3.6 g (61%) of compound b as off-white needles. MS: m/z = 165 (M+H).

The synthetic route of 4316-93-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; WO2007/106192; (2007); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia