Month: September 2021

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. 2927-71-1, name is 2,4-Dichloro-5-fluoropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2,4-Dichloro-5-fluoropyrimidine

Int rmediate 32: 2-Chloro-5-fluoro-4-methylpyrimidine.To a solution of 2,4-dichloro-5-fluoropyrimidine (1 .02 g, 6.08 mmol) inTHF/NMP (38 mL/3 mL) was added Fe(acac)3 (215 mg, 0.61 mmol) and the mixture was cooled to 0 C. 3.0 M methylmagnesium bromide in Et2O (3.04 mL, 9.12 mmol) was added dropwise. After 30 min at 0 C, the reaction was complete and quenched with saturated aqueous NH4CI solution. Et2O was added and the layers were separated and the aqueous layer was further extracted with several portions of Et2O. The combined organic extracts were dried over Na2SO4, filtered and concentrated in vacuo. Chromatography (Hexanes to 10% EtOAc/Hexanes) gave the desired product as a waxy white solid (430 mg, 48%). 1H NMR (400 MHz, CDCI3): 8.35 (s, 1 H), 2.55 (d, J = 2.5 Hz, 3H).

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, 2927-71-1, 2,4-Dichloro-5-fluoropyrimidine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BRANSTETTER, Bryan, James; LETAVIC, Michael, A.; LY, Kiev, S.; RUDOLPH, Dale, A.; SAVALL, Brad, M.; SHAH, Chandravadan, R.; SHIREMAN, Brock, T.; WO2011/50202; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 36315-01-2 ,Some common heterocyclic compound, 36315-01-2, molecular formula is C6H9N3O2, 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 for thiocyanation of aminopyrimidine derivatives: Ammonium thiocyanate (3 mmol) and iodine (1.0 mmol) are added at room temperature to a stirred solution of the corresponding aminopyrimidine derivative (1.0 mmol) in methanol (10 mL). After completion of the reaction (TLC control), a sodium thiosulfate solution [20% (w/v)] is added to destroy the remaining iodine. The solid formed is filtered off, washed with water, and recrystallized from a methanol/water solution. For more details see Table 1 and Supplementary data.

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. 36315-01-2, 2-Amino-4,6-dimethoxypyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Rodriguez, Ricaurte; Camargo, Patricia; Sierra, Cesar A.; Soto, Carlos Y.; Cobo, Justo; Nogueras, Manuel; Tetrahedron Letters; vol. 52; 21; (2011); p. 2652 – 2654;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 14080-23-0, 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. 14080-23-0, name is 2-Cyanopyrimidine. A new synthetic method of this compound is introduced below.

Sodium (40 mg) was dissolved in methanol (20 ml), 2-cyanopyrimidine 1 (0.685 g, 5 mmol) was added and the resulting mixture was stirred at room temperature for 1 h.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14080-23-0, 2-Cyanopyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Kopchuk, Dmitry S.; Chepchugov, Nikolay V.; Khasanov, Albert F.; Kovalev, Igor S.; Santra, Sougata; Nosova, Emiliya V.; Zyryanov, Grigory V.; Majee, Adinath; Rusinov, Vladimir L.; Chupakhin, Oleg N.; Tetrahedron Letters; vol. 57; 34; (2016); p. 3862 – 3865;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 54-20-6, Adding some certain compound to certain chemical reactions, such as: 54-20-6, name is 5-(Trifluoromethyl)pyrimidine-2,4(1H,3H)-dione,molecular formula is C5H3F3N2O2, 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 54-20-6.

5-Trifluoromethyluracil (5 g, 27.8 mmol) and phosphorous oxychloride (21.3 g, 0.136 mmol, 1.5 eq.) were stirred in a 3 neck flask, fitted with reflux condenser, internal thermometer and addition funnel under a nitrogen atmosphere. Concentrated phosphoric acid (200 muL) was added to the slurry followed by dropwise addition of di- °propylethylamine (3.6 g, 27.8 mmol, 1 eq.) at a rate that maintained the internal temperature below 90 0C. Once addition was complete, the solution was heated to 100 0C for 20 hours. After this time HPLC showed no more starting material to be present. The reaction was then allowed to cool before being added slowly to cooled, aqueous 3M hydrochloric acid (3 eq.) at a rate that maintained the temperature below 15 0C. The aqueous product was then twice extracted with diethyl ether (100 mL) and the combined organic extracts were washed with water until the extracts were neutral (5 x 100 mL). After drying with magnesium sulphate the solution was concentrated to produce a light orange oil. Further purification could either be achieved by distillation or solid phase extraction.

According to the analysis of related databases, 54-20-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; WO2009/63240; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 149849-94-5 ,Some common heterocyclic compound, 149849-94-5, molecular formula is C6H5ClN2O2, 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 28B (18 g) in 1,4-dioxane (150 mL) were added methyl 2- chloropyrimidine-4-carboxylate, potassium phosphate (21.5 g) and (l ,l’-bis(diphenylphosphino) ferrocene dichloro palladium(II) dichloromethane complex (2.54 g) at room temperature under nitrogen flow. The reaction mixture was stirred at 110 C for 3 hours under nitrogen atmosphere, cooled and filtered. The filtrate was concentrated and the residue was purified by flash column chromatography on silica gel (eluting with ethyl acetate: methanol = 10:1) to provide the title compound. ‘H NMR(400MHz, dimethylsulfoxide-de) delta ppm 9.25 (dd, 1H), 8.10 (dd, 1H), 7.62-7.41 (m, 1H), 6.67-6.52 (m, 2H), 3.95 (d, 3H), 3.42 (d, J=l .l Hz, 3H).

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. 149849-94-5, Methyl 2-chloropyrimidine-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBVIE INC.; ABBVIE DEUTSCHLAND GMBH & CO. KG; BRAJE, Wilfried; DOHERTY, George; JANTOS, Katja; JI, Cheng; JUDD, Andrew; KUNZER, Aaron; MASTRACCHIO, Anthony; SONG, Xiaohong; SOUERS, Andrew; SULLIVAN, Gerard; TAO, Zhi-Fu; LAI, Chunqui; KLING, Andreas; POHLKI, Frauke; TESKE, Jessc; WENDT, Michael; BRADY, Patrick; WANG, Xilu; PENNING, Thomas; MICHAELIDES, Michael; (448 pag.)WO2019/35927; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 43024-70-0, 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.43024-70-0, name is Ethyl 7-chloropyrazolo[1,5-a]pyrimidine-6-carboxylate, molecular formula is C9H8ClN3O2, molecular weight is 225.6317, as common compound, the synthetic route is as follows.

The obtained residue was dissolved in N,N-dimethylacetamide (30 mL), 4-fluoro-2-methylaniline (2.2 mL, 20.1 mmol) and N,N-diisopropylethylamine (5.4 mL, 30.9 mmol) were added, and the mixture was stirred with heating at 80 C. for 2 hr. After cooling, to the reaction mixture was added dropwise 5% aqueous citric acid solution, chloroform was added, and the mixture was extracted 3 times. The combined organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=2/1) to give the title compound (3.14 g, 65%). ESI-MS m/z: 315 (M+H)+; 1H-NMR (CDCl3, delta): 1.42 (t, J=7.2 Hz, 3H), 2.22 (s, 3H), 4.38 (q, J=7.2 Hz, 2H), 6.46 (d, J=2.3 Hz, 1H), 6.55-7.09 (m, 3H), 7.83 (d, J=2.3 Hz, 1H), 8.83 (s, 1H), 10.69 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 43024-70-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; KYOWA HAKKO KIRIN CO., LTD.; Yamamoto, Keisuke; Aratake, Seiji; Hemmi, Kazuki; Mizutani, Mirai; Seno, Yuko; US2014/221340; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 100707-39-9, 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. 100707-39-9, name is 2-Methyl-5-bromopyrimidine-4-carboxylic acid. A new synthetic method of this compound is introduced below.

A mixture of xylenes (5 mL) solution of compound 5-bromo-2-methyl-pyrimidine-4-carboxylic acid (350mg, 1.6mmol) was refluxed for 2 hours. After cooling, the mixture directly subjected to a silica column, petroleum ether, and then give the compound 0601-120 eluting with ethyl acetate in petroleum ether (5percent v / v) as a white solid (170mg, 61percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100707-39-9, its application will become more common.

Reference:
Patent; CURIS INCORPORATED; CAI, XIONG; ZHAI, HAIXIAO; LAI, CHENG-JUNG; QIAN, CHANGGENG; (290 pag.)JP2015/187145; (2015); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 2972-52-3, 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. 2972-52-3, name is 2,4-Dichloro-5-pyrimidinecarbonyl chloride. A new synthetic method of this compound is introduced below.

Methyl 2-(butYlaminoV4-(((tra^^ (0734) (0735) To a solution of 2,4-dichloropyrimidine-5-carbonyl chloride (500 mg, 2.38 mmol) in dichloromethane (30 mL) was added methanol (87.6 mg, 2.73 mmol) and diisopropylethylamine (369 mg, 2.86 mmol) at 0 °C. The resulting mixture was stirred for 1 h at 0 °C. Then the solvent was removed. The residue (461mg, 94percent) was dissolved in IP A (20 mL) and followed by the addition of tra5′-4-aminocyclohexanol (301.6 mg, 2.62 mmol) then DIEA (461.4 mg, 3.57 mmol) dropwisely. The resulting mixture was stirred at 0 °C for 90 min. After which butylamine (208.8 mg, 2.86 mmol) was added, followed by DIEA (461.4 mg, 3.57 mmol). The resulting mixture was stirred at room temperature for 3 h. Water was then added. The resulting mixture was extracted with EtOAc (3X). The combined organic layers were dried filtered and concentrated. The residue was purified on ISCO to provide methyl 2-(butylamino)-4-(((traj,-4-hydroxycyclohexyl)amino)pyrimidine-5 – carboxylate (682.6 mg, 89percent over 3 steps). 1H NMR (400 MHz, CDC13) delta 9.21 (s, 1H), 8.77 (s, 1H), 6.29 (s, 1H), 4.81-4.64 (m, 1H), 4.51 (s, 3H), 4.46-4.38 (m, 1H), 4.13-4.11 (m, 2H), 2.89-2.81 (m, 2H), 2.74 (d, J = 9.7 Hz, 2H), 2.35-2.25 (m, 2H), 2.23-2.00 (m, 6H), 1.67 (t, J = 7.2 Hz, 3H); 13C NMR (101 MHz, CDC13) delta 167.9, 162.5, 161.3, 160.3, 95.5, 69.7, 51.2, 48.3, 41.1, 33.8, 31.7, 30.3, 20.1, 13.8; MS m/z 323.20 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2972-52-3, 2,4-Dichloro-5-pyrimidinecarbonyl chloride, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL; WANG, Xiaodong; ZHANG, Weihe; FRYE, Stephen; WO2015/157127; (2015); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 1074-41-5 ,Some common heterocyclic compound, 1074-41-5, molecular formula is C5H7N3OS, 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.

An intimate mixture containing equimolar quantities of6-amino-2-(methylsulfanyl)pyrimidin-4(3H)-one, naphthalene-1,2,4(3H)-trione and 4-methoxybenzaldehyde was subjectedto microwave irradiation for 5 min at 300 W maximumpower and 473 K in a CEM Discover microwave oven. Upon completion of the reaction, as monitored by thin-layer chromatography,the reaction mixture was cooled to ambient temperature. Recrystallization from ethanol, at ambient temperature and in air, provided yellow crystals suitable forsingle-crystal X-ray diffraction [yield 80%, m.p. > 573 K(decomposition)]. MS: (70 eV) m/z = 431 (61, M+), 325 (19),324 (100), 276 (18), 248 (12).

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. 1074-41-5, 6-Amino-2-(methylthio)pyrimidin-4-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Castillo, Yelder A.; Zapata, Luis F.; Trilleras, Jorge; Cobo, Justo; Glidewell, Christopher; Acta Crystallographica Section C: Structural Chemistry; vol. 70; 1; (2014); p. 50 – 54;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4595-61-3, 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 4595-61-3 as follows.

Pyrimidine-5-carbonyl chloride hydrochloride 7.50 g (60 mmol) pyrimidine-5-carboxylic acid are stirred in 50 ml of thionyl chloride and 0.5 ml dimethylformamide for 4 hours at 70° C. The reaction mixture is evaporated to dryness and re-evaporated several times with toluene. Yield: 7.80 g (72percent of theoretical)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4595-61-3, its application will become more common.

Reference:
Patent; Maier, Udo; Grauert, Matthias; Hoffmann, Matthias; Hoenke, Christoph; Joergensen, Anne T.; Pautsch, Alexander; Brandl, Trixi; Breitfelder, Steffen; Scheuerer, Stefan; Erb, Klaus; Pieper, Michael; Pragst, Ingo; US2007/259855; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia