Pyrimidines

Adding a certain compound to certain chemical reactions, such as: 62802-42-0, 2-Chloro-5-fluoropyrimidine, 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, 62802-42-0, blongs to pyrimidines compound. Quality Control of 2-Chloro-5-fluoropyrimidine

To a 50-mL vial was added Example 92.1 (200 mg, 1.0 mmol) and 2-chloro-5-fluoro-pyrimidine (Matrix Scientific, SC, USA, 0.66 mL, 4.98 mmol) in DMSO (5 mL). Hunig’s base (0.87 mL, 4.98 mmol) was added and the reaction mixture was stirred at 100 C for 2 h. LCMS analysis indicated the reaction was complete. The reaction mixture was allowed to cool to RT. The reaction mixture was diluted with water and extracted with DCM. The organic extract was washed with brine and dried over Na2S04. The solution was filtered and concentrated in vacuo to give a light-yellow glass, which was triturated with i-PrOH to afford Example 143.1 (240 mg, 93 % yield) as an off-white solid. NMR (500 MHz, CDCI3) delta 8.21 (s, 2 H) 4.98 – 5.07 (m, 1 H) 4.76 (s, 2 H) 4.49 – 4.59 (m, 1 H) 3.31 (dd, .7=12.96, 10.27 Hz, 1 H) 3.15 (tt, .7=10.51, 3.91 Hz, 1 H) 3.04 (ddd, .7=13.69, 11.49, 2.69 Hz, 1 H) 2.32 – 2.43 (m, 1 H) 1.87 – 2.02 (m, 2 H) 1.51 – 1.63 (m, 1 H). LCMS-ESI (pos.), m/z: 261.2 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,62802-42-0, its application will become more common.

Reference:
Patent; AMGEN INC.; CHEN, Yinhong; DEBENEDETTO, Mikkel V.; DRANSFIELD, Paul John; HARVEY, James S.; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; RAMSDEN, Philip Dean; SHARMA, Ankit; (321 pag.)WO2018/93576; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4270-27-3, 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. 4270-27-3, name is 6-Chloropyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.

6-CHLORO-1-CYCLOPROPYLMETHYLURACIL (24.34 g, 0.12 mol) was suspended in absolute ethanol (245 mL) under nitrogen. Anhydrous hydrazine (11.69 g, 0.36 mol) was added via syringe in excess, resulting in a clear yellow solution. The reaction mixture was heated at 80-85 C for one hour; bright yellow crystals began forming within minutes of the application of heat. The reaction mixture was cooled to room temperature and then in an ice bath, and the crude product collected by filtration. N2H4’XHCI was removed by trituration with cold water to give the product as a pale yellow solid, 20.47 g (86%). Mp 221 C (dec).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4270-27-3, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2004/56831; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 56844-12-3, 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.56844-12-3, name is 6-Bromo-4-chlorothieno[2,3-d]pyrimidine, molecular formula is C6H2BrClN2S, molecular weight is 249.52, as common compound, the synthetic route is as follows.

General procedure: Compound 1 (1.00 g, 4.01 mmol) was mixed with the benzylamine (2-3 eq.) and i-PrOH (2-10 mL) and agitated at 80 C for 1-50 h, under nitrogen atmosphere. Then the mixture was cooled to rt, concentrated in vacuo, diluted with water (50 mL) and diethyl ether (100 mL) or EtOAc (100 mL). After phase separation, the water phase was extracted with more diethyl ether (2×50 mL) or EtOAc (2×50 mL). The combined organic phases were washed with saturated aq NaCl solution (25-50 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude oil was purified by drying under reduced pressure to constant weight, by silica-gel column chromatography or crystallized as specified for each individual compound.

Statistics shows that 56844-12-3 is playing an increasingly important role. we look forward to future research findings about 6-Bromo-4-chlorothieno[2,3-d]pyrimidine.

Reference:
Article; Bugge, Steffen; Moen, Ingri Ullestad; Kragseth Sylte, Kent-Ove; Sundby, Eirik; Hoff, Bard Helge; European Journal of Medicinal Chemistry; vol. 94; (2015); p. 175 – 194;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 1224944-77-7, 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 1224944-77-7 as follows.

Chiral amine ((S) -2- (2-((R) -1-aminoethyl) -4-fluorophenoxy) propyl-3,3,3-d3)Tert-butyl carbamate (10g) and 5-chloropyrazolo [1,5-a] pyrimidine-3-carboxylic acid ethyl ester (10g)Diisopropylethylamine base (6.5g) in n-butanol solvent (50mL)The target compound was obtained by condensation at 114-120 C for 8 hours.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1224944-77-7, its application will become more common.

Reference:
Patent; Jiao Yuqi; (29 pag.)CN110577549; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 761440-16-8, 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. 761440-16-8, name is 2,5-Dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine, molecular formula is C13H13Cl2N3O2S, 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.

Another method for preparing compound 13: Under the protection of nitrogen, compound 2-isopropoxy-5-methyl-4-(2,2,6,6-d4-piperidin-4-yl) aniline dihydrochloride (0.50 g, 1.54 mmol), 2,5- dichloro -N- (2-(isopropylsulfonyl) phenyl) pyrimidin-4-amine (0.58 g, 1.69 mmol) and isopropanol (6 ml) were added into a flask, the reaction was warmed to 85C and conducted overnight, and the reaction was monitored as being substantially completed by HPLC. The reaction mixture was cooled to room temperature, and stirred for 3 hours to precipitate the solid. The mixture was filtered, and the filter cake was beating washed with cold isopropanol to give the desired product hydrochloride. The hydrochloride was dissolved in pure water, an aqueous solution of sodium carbonate was added dropwise slowly to neutralize the pH to 8.5, and then extracted with ethyl acetate for three times. The combined organic phase was dried over anhydrous sodium sulfate, and concentrated to give the desired product as a white solid (0.68g, yield: 78%). MS Calcd.: 561; MS Found: 562 (M+H) +, 584 (M+Na)+. HNMR (DMSO-d6+ D2O, 400 MHz) delta 8.47 (d, J=7.6 Hz, 1H), 8.24 (s, 1H), 7.85-7.83 (dd, J=7.6, 2.0 Hz, 1H), 7.62 (t, J=7.6 Hz, 1H), 7.52 (s, 1H), 7.36 (t, J=7.6 Hz, 1H), 6.79 (s, 1H), 4.53-4.50(m, 1H), 3.45-3.38 (m, 1H), 2.94-2.92 (m, 1H), 2.33 (s, 3H), 1.79-1.64 (m, 4H), 1.21 (d, 6H), 1.15 (d, 6H).

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 761440-16-8, 2,5-Dichloro-N-(2-(isopropylsulfonyl)phenyl)pyrimidin-4-amine.

Reference:
Patent; Suzhou Zelgen Biopharmaceuticals Co. Ltd.; LV, Binhua; LI, Chengwei; CAO, Benwen; PANG, Xudong; (62 pag.)EP2990405; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 14394-70-8, name is 2-Chloro-5-methylpyrimidin-4-amine, molecular formula is C5H6ClN3, 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. Formula: C5H6ClN3

a) 5-Methyl-2-(2,2,2-trifluoro-ethoxy)-pyrimidin-4-ylamine; Sodium (69 mg, 2 mmol) was added under an atmosphere of nitrogen at room temperature to 2,2,2-trifluoroethanol (3 mL, 40 mmol). The reaction was stirred for 1 hour. To this colorless solution 4-amino-2-chloro-5-methylpyrimidine (287.2 mg, 2.0 mmol) was added and the reaction was heated to 90 C. over night. Water was added and the reaction was extracted twice with ethyl acetate. The combined organic layer was washed with water and with saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered and the solvent was evaporated under reduced pressure to yield the title compound as a white solid (414 mg, 100%).MS ISP (m/e): 208.2 (100) [(M+H)+].1H NMR (DMSO-D6, 300 MHz): delta (ppm)=7.74 (s, 1H), 7.92 (br s, 2H), 4.84 (q, 2H), 1.92 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 14394-70-8.

Reference:
Patent; Baumann, Karlheinz; Goetschi, Erwin; Green, Luke; Jolidon, Synese; Knust, Henner; Limberg, Anja; Luebbers, Thomas; Thomas, Andrew; US2011/190269; (2011); A1;,
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.22536-65-8, name is 2-Chloro-5-methoxypyrimidine, molecular formula is C5H5ClN2O, molecular weight is 144.56, as common compound, the synthetic route is as follows.Recommanded Product: 2-Chloro-5-methoxypyrimidine

General procedure: 0.69 g (3.59 mmol) 5-bromo-2-chloro-pyrimidine and 0.70 g (2.99 mmol) of the amine Xlll.1 are added to 10 mL DMSO and 0.78 mL (4.49 mmol) DIPEA. The mixture is stirred at 35° C over night and afterwards purified by HPLC (MeOH/H20/NH3).C17H19BrN4O2 (M= 391 .3 g/mol)ESI-MS: 391/393 [M+H]+Rt (HPLC): 1 .80 min (method A) The following compounds are prepared analogously to example 3.1 : For the example 3.2 the reaction mixture is stirred for 4 d at 45° C

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22536-65-8, 2-Chloro-5-methoxypyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FLECK, Martin; ROTH, Gerald Juergen; NOSSE, Bernd; HEINE, Niklas; WO2013/92616; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1074-40-4, name is 4,6-Dichloro-2-methoxypyrimidine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C5H4Cl2N2O

A solution of 4,6-dichloro-2-methoxypyrimidine [0.7 g, Intermediate (4)], 2-(4-chlorophenyl)- ethylamine (0.66 g) and sodium bicarbonate (O.88g) in EtOH (25 ml) is heated at 8O0C for three hours, poured into water (400 mL) and the solid is filtered and air dried affording (6-chloro-2-methoxy- pyrimidin-4-yl)-[2-(4-chlorophenyl)-ethyl]amine [1.1 g, Intermediate (14)]. MS: 299 (M+H). 1H NMR (CD3)2SO]: delta 8 (d, 2H, J=3 Hz); 7.4 (2H1 d, J=3 Hz); 6.05 (IH, s); 4 (3H, s): 3.6-3.7 (2H1 m); 2.95 (2H, t).

The synthetic route of 1074-40-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI-AVENTIS U.S. LLC; HARRIS, Keith John; WO2008/39882; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 3764-01-0, 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 3764-01-0, name is 2,4,6-Trichloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 2,4,6-trichloropyrimidine (5.5 mL, 48.0 mmol) in tetrahydrofuran (70 mL) were added palladium acetate (0.147 g, 0.64 mmol), triphenylphosphine (353 mg, 1.28 mmol), 4-methoxyphenylboronic acid (5 g, 31.9 mmol) and an aqueous sodium carbonate soltuion (1 M, 64 mL, 64 mmol). The mixture was heated to 60 C and stirred overnight. After the reaction, the reaction mixture was cooled to rt and concentrated to remove the organic solvent. To the residue was added H20 (100 mL), and the mixture was extracted with EtOAc (100 mL x 3). The combined organic layers were washed with saturated brine (100 mL), dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated in vacuoto dry,and the residue was purified by silica gel column chromatography (PE) to give the title compound as a white solid (5.58 g, 68%).MS (ESI, pos.ion) m/z: 255.0 [M+Hfb;?H NIVIR (400 IVIFIz, CDC13) (ppm): 8.07 (dd, J = 9.4, 2.4 Hz, 2H), 7.60 (s, 1H), 7.08 – 6.99 (m, 2H), 3.91 (s, 3H).

According to the analysis of related databases, 3764-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; TANG, Changhua; YIN, Junjun; YI, Kai; ZHANG, Yingjun; (264 pag.)WO2018/33082; (2018); 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. 149849-92-3, name is 2-Chloropyrimidine-4-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H3ClN2O2

A mixture of 2-chloropyrimidine-4-carboxylic acid (200 mg), aniline (0.115 mL), 6 M hydrochloric acid (0.053 mL) and dimethyl sulfoxide (2.0 mL) was stirred at 80C overnight. The reaction mixture was cooled to room temperature, water was added, and the precipitated solid was collected by filtration. The solid was washed with water to give the title compound (112.1 mg). 1H NMR (300 MHz, DMSO-d6) delta 6.93-7.00 (1H, m), 7.25-7.33 (3H, m), 7.80-7.86 (2H, m), 8.70 (1H, d, J = 5.1 Hz), 9.96 (1H, s), 13.54-13.82 (1H, m).

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, 149849-92-3, 2-Chloropyrimidine-4-carboxylic acid.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SETO, Masaki; BANNO, Yoshihiro; IMAEDA, Toshihiro; KAJITA, Yuichi; ASHIZAWA, Tomoko; KAWASAKI, Masanori; NAKAMURA, Shinji; MIKAMI, Satoshi; NOMURA, Izumi; TANIGUCHI, Takahiko; MARUI, Shogo; (153 pag.)EP3061754; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia