59549-51-8 | Pyrimidines

28-Sep News Sources of common compounds: 59549-51-8

According to the analysis of related databases, 59549-51-8, the application of this compound in the production field has become more and more popular.

Electric Literature of 59549-51-8, Adding some certain compound to certain chemical reactions, such as: 59549-51-8, name is 5-Bromo-2-chloro-4-(methylthio)pyrimidine,molecular formula is C5H4BrClN2S, 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 59549-51-8.

To a stirring suspension of 5-bromo-2-chloro-4- (methylthio)pyrimidine (1.5 g, 6.26 mmol) in ethanol (7.5 mL) was added (lr,4r)-4-amino-N,N- dimethylcyclohexanecarboxamide hydrochloride (1.618 g, 7.83 mmol) and DIEA (3.28 mL, 18.79 mmol). The resulting mixture was stirred at 80 C overnight. The ethanol was removed under reduced pressure and the remaining residue was purified using silica gel chromatography (0-90% ethyl acetate in hexanes) to afford (lr,4r)-4-(5-bromo-4-(methylthio)pyrimidin-2– 162 -ATI-2514175vl ylamino)-N,N-dimethylcyclohexanecarboxamide (1085 mg, 2.91 mmol, 46.4% yield). MS (ESI) m/z 373.0 [M+l]+, 375.2 [M+l]+.

According to the analysis of related databases, 59549-51-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; BENNETT, Brydon, L.; ELSNER, Jan; ERDMAN, Paul; HILGRAF, Robert; LEBRUN, Laurie, Ann; MCCARRICK, Meg; MOGHADDAM, Mehran, F.; NAGY, Mark, A.; NORRIS, Stephen; PAISNER, David, A.; SLOSS, Marianne; ROMANOW, William, J.; SATOH, Yoshitaka; TIKHE, Jayashree; YOON, Won, Hyung; DELGADO, Mercedes; WO2012/145569; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The origin of a common compound about 5-Bromo-2-chloro-4-(methylthio)pyrimidine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,59549-51-8, 5-Bromo-2-chloro-4-(methylthio)pyrimidine, and friends who are interested can also refer to it.

Synthetic Route of 59549-51-8, 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. 59549-51-8, name is 5-Bromo-2-chloro-4-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below.

5-Bromo-2-chloro-4-(methylthio)pyrimidine (125 mmol, 30 g) was suspended in n-BuOH (300 mL) with 3-chloro-4-fluoroaniline (125 mmol, 18.22 g). The reaction was then treated with 4 N HCl (100 mmol, 25 niL) in dioxane and refluxed at 100 0C for 1.5 h under nitrogen. The reaction was cooled to room temperature, diluted with diethyl ether and the solid was filtered and dried to afford 29 g of (5-bromo-4-methylsulfanyl-pyrimidin-2-yl)-(3-chloro-4- fluoro-phenyl)-amine as a pale yellow solid (83 mmol, 67 %). MS(ES): 348(M) and 350(M+2) for CnH8BrClFN3S.1H-NMR 300MHz DMSO-d6 : delta 2.55 (s, 3H), 7.34 (t, J= 9.0 Hz, IH), 7.56-7.59 (m, IH), 8.08 (t, J= 4.5 Hz, IH), 8.33 (s, IH), 9.98 (s, IH).

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BORIACK-SJODIN, Ann; CARCANAGUE, Daniel, Robert; DUSSAULT, Daemian, David; HATOUM-MOKDAD, Holia; HULL, Kenneth, Gregory; IOANNIDIS, Georgine; MANCHESTER, John, Irvin; McGUIRE, Helen, Maureen; McKINNEY, David, Charles; STOKES, Suzanne; WO2010/38081; (2010); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extracurricular laboratory: Synthetic route of 59549-51-8

With the rapid development of chemical substances, we look forward to future research findings about 59549-51-8.

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 59549-51-8, name is 5-Bromo-2-chloro-4-(methylthio)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C5H4BrClN2S

To5-bromo-2-chloro-4-(methylthio)pyrimidine (3 g, 12.53 mmol) in dioxane (12.53 mL) was added 2-methylpropan-2-amine (7.93 mL, 75 mmol). The mixture was stirred at 100 C overnight in a sealed vessel. The solvent was removed under reduced pressure and the residue was dissolved in 100 mL ethyl acetate and washed with 50 mL of a 1M aqueous solution of sodium hydrogen phosphate. The aqueous layer was back-extracted with 50 mL ethyl acetate. The combined organic layers were dried over anhydrous magnesium sulfate, filtered and concentrated to give 5-bromo-N-tert-butyl-4-(methylthio)pyrimidin-2- amine (3.4 g, 12.31 mmol, 98% yield) as a solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 8.61 – 8.72 (m, 1 H), 8.08 (s, 1 H), 6.95 – 7.17 (m, 1 H), 2.48 (s, 2 H), 1.38 (s, 9 H).MS (ESI) m/z 276.0 [M+l]+ and 278.2 [M+l]+.

With the rapid development of chemical substances, we look forward to future research findings about 59549-51-8.

Extended knowledge of 59549-51-8

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.59549-51-8, name is 5-Bromo-2-chloro-4-(methylthio)pyrimidine, molecular formula is C5H4BrClN2S, molecular weight is 239.52, as common compound, the synthetic route is as follows.Quality Control of 5-Bromo-2-chloro-4-(methylthio)pyrimidine

A 3-L, 3-neck, round-bottom flask was equipped with a J-KEMtemperature controller, a mechanical stirrer, and a nitrogen inlet. The flask was charged with 5-bromo-2-chloro-4-(methylthio)pyrimidine (100 g, 417.5 mmol), (lr,4r)-4- aminocyclohexanol (76.4 g, 663.4 mmol), and ethanol (1 L). DIEA (109 mL,626.3 mmol) was added, and the mixture was heated to reflux overnight. TLC (1 : 1 hexanes/ethyl acetate) analysis after 20 h indicated complete reaction. The reaction was allowed to cool to room temperature. Water (300 mL) was added, and a precipitate gradually formed. The solid was filtered and washed with water to give 111.7 g of a white solid. The filtrate was extracted with ethyl acetate (3 x 300 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated to a semi-solid. The semi-solid was slurried in 1 : 1 hexanes/ethyl acetate and filtered to give an additional 12.1 g of a white solid. The two batches were combined to give 123.8 g (93%) of (lr,4r)- 4-(5-bromo-4-(methylthio)pyrimidin-2-ylamino)cyclohexanol as a white solid. MS (ESI) m/z 318, 320 [M+l]+.

Sources of common compounds: 5-Bromo-2-chloro-4-(methylthio)pyrimidine

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. 59549-51-8, 5-Bromo-2-chloro-4-(methylthio)pyrimidine, other downstream synthetic routes, hurry up and to see.

Reference of 59549-51-8, Adding some certain compound to certain chemical reactions, such as: 59549-51-8, name is 5-Bromo-2-chloro-4-(methylthio)pyrimidine,molecular formula is C5H4BrClN2S, 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 59549-51-8.

To a stirring suspension of 5-bromo-2-chloro-4-(methylthio)pyrimidine (1.0 g, 4.18 mmol) in ethanol (6.0 mL) was added 1-methylcyclopropanamine hydrochloride (0.674 g, 6.26 mmol) and DIEA (2.188 mL, 12.53 mmol). The mixture was stirred at 90 C for 16 h. Upon completion of the reaction as indicated by LCMS and TLC the reaction mixture was concentrated and purified by silica gel chromatography using a gradient of 0% – 20% ethyl acetate in hexanes. The product fractions were combined and concentrated to afford 5-bromo-N-(l-methylcyclopropyl)-4- (methylthio)pyrimidin-2-amine (0.665g, 58%> yield) as a white solid. MS (ESI) m/z 276.2[M+l]+.