Category: 5305-45-3

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. 5305-45-3, name is 4,6-Dichloropyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below., category: pyrimidines

A mixture of (S)-1-(7-fluoro-2-(pyridin-2-yl)quinolin-3-yl)ethanamine (85 mg, 0.32 mmol), 4,6-dichloro-5-cyanopyrimidine (55 mg, 0.32 mmol, 1.0 eq) and N,N-diisopropylethylamine (68 mul, 0.38 mmol, 1.2 eq) in THF (3 mL) was stirred at rt for 30 min before heating to 50 C. After 4 h, the mixture was concentrated and purified by column chromatography (EtOAc/1/1) to give a white solid, which was treated with saturated NH3 in dioxane (3 mL) in sealed tube at 110 C. overnight. The reaction mixture was concentrated and purified by reverse phase HPLC (MeCN/H2O/0.1% TFA) and lyophilized to give a white powder 4-amino-6-((S)-1-(7-fluoro-2-(pyridin-2-yl)quinolin-3-yl)ethylamino)pyrimidine-5-carbonitrile (19 mg, 15%). 1H NMR (500 MHz, CD3OD) delta ppm 1.78 (d, J=6.85 Hz, 3H) 5.82 (q, J=6.85 Hz, 1H) 7.71 (td, J=8.80, 2.45 Hz, 1H) 7.89 (dd, J=9.66, 2.32 Hz, 1H) 8.10 (ddd, J=7.83, 5.62, 0.98 Hz, 1H) 8.19 (s, 1H) 8.27 (dd, J=9.05, 5.87 Hz, 1H) 8.45 (d, J=7.83 Hz, 1H) 8.63 (td, J=7.95, 1.47 Hz, 1H) 8.94 (s, 1H) 9.03-9.09 (m, 1H). Mass Spectrum (ESI) m/e=386 (M+1).

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, 5305-45-3, 4,6-Dichloropyrimidine-5-carbonitrile.

Reference:
Patent; Amgen Inc.; Bui, Minna; Cushing, Timothy David; Gonzalez Lopez De Turiso, Felix; Hao, Xiaolin; Lucas, Brian; US2013/267524; (2013); A1;,
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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. 5305-45-3, name is 4,6-Dichloropyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below., Formula: C5HCl2N3

4,6-Dichloropyrimidine-5-carbonitrile (4.8 g, 27.59 mols) was suspended in 30 mL dioxane and the mixture was cooled at 0C in an ice bath. Ammonia solution (7N in methanol, 20 mL, 140 mmol) was added dropwise over 20 min. The mixture was stirred at 0C for 30 min. The solvent was evaporated and the crude was re-dissolved in tetrahydrofuran. A precipite was formed and filtered and washed with more tetrahydrofuran. The organics were evaporated under reduced pressure. The residue was purifed using a SP1Purification System (20%-80%, hexane-ethyl acetate) to give 2.38 g (56% yield) of the title compound as a white solid. Purity 100%.LRMS (m/z): 155 (M+1 )+

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, 5305-45-3, 4,6-Dichloropyrimidine-5-carbonitrile.

Reference:
Patent; ALMIRALL, S.A.; ERRA SOLA, Montserrat; CARRASCAL RIERA, Marta; TALTAVULL MOLL, Joan; CATURLA JAVALOYES, Juan Francisco; BERNAL ANCHUELA, Francisco Javier; PAGES SANTACANA, Lluis Miquel; MIR CEPEDA, Marta; CASALS COLL, Gaspar; HERNANDEZ OLASAGARRE, Maria Begona; WO2014/60432; (2014); A1;,
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Pyrimidine – Wikipedia

Related Products of 5305-45-3, 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. 5305-45-3, name is 4,6-Dichloropyrimidine-5-carbonitrile, molecular formula is C5HCl2N3, 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.

Intermediate 1 To a solution of 4-fluoro-2-methyl-lH-indol-5-ol (200 mg, 1.21 mmol) in a mixture of acetonitrile (4 mL) and N, N-dimethylformamide (1 mL) was added potassium carbonate (200 mg, 1.45 mmol). The reaction mixture was stirred for lh at room temperature before a suspension of 4, 6-dichloropyrimidine-5-carbonitrile (221 mg, 1.27 mmol) in 3 mL of acetonitrile was added. This mixture was stirred at room temperature for 1 h. TLC was checked and the reaction was completed. The mixture was diluted with water and ethyl acetate. The layers were separated and the aqueous phase was extracted twice with ethyl acetate. The combined organic phases were washed once with water, then with brine, dried over sodium sulfate, filtered, and the filtrate was concentrated in vacuo to give the desired product as brown solids (365 mg, 99% yield). 1H MR (400 MHz, DMSO-d6) delta 11.46 (br, 1H), 8.83 (s, 1H), 7.17 (d, J = 8.8 Hz, 1H), 7.00 (t, J = 7.6 Hz, 1H), 6.27 (s, 1H), 2.41 (s, 3H); ESI-MS: calcd for (C14H8C1FN40) 302, found 303 (MH+).

According to the analysis of related databases, 5305-45-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NANTBIOSCIENCE, INC.; TAO, Chunlin; POLAT,, Tulay; WEINGARTEN, Paul; NALLAN, Laxman; ARP, Forrest; WANG, Qinwei; HO, David; (129 pag.)WO2016/138527; (2016); A1;,
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Reference of 5305-45-3, 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. 5305-45-3, name is 4,6-Dichloropyrimidine-5-carbonitrile, molecular formula is C5HCl2N3, 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.

To a solution OF 4, 6-DICHLORO-PYRIMIDINE-5-CARBONITRILE (254 mg, 1.47 mmol) and 2,5- difluoroaniline (190 mg, 1.47 mmol) in DMF (3 RNL) at 0C was added K2C03 (203 mg, 1.47 MMOL). The completion of the reaction was monitored by TLC (EtOAc: Hex =1 : 1, Rf= 0.90). After the reaction was complete, 4- (3-ISOPROPYL- [1, 2,4] oxadiazol-5-yl) -piperidine (340 mg, 1.47 mmol) and K2CO3 (406 mg, 2.94 mmol) were added at 0C. The reaction was warmed to rt and stirred for 30 min. The reaction was heated to 40C and maintained for 1 h. The reaction was cooled to rt, poured in to H20 (50 ML) and extracted with EtOAc (50 ML, two times). The EtOAc was dried over MgSO2 and concentrated under vacuum. The crude product was purified over SI02 (EtOAc: Hex = 1 : 1, Rf = 0.44) to afford the desired Compound B131 (465 mg; 71. 1 %). 1H-NMR (DMSO-D6) : 9.32 (1H, s), 8.19 (1H, s), 7. 40-7. 08 (3H, m), 4.54 (2H, m), 3. 48-3. 32 (4H, m), 3. 07-3. 01 (2H, m), 2. 18-2. 14 (2H, b), 1. 96-1. 86 (2H, m), 1.27 (6H, d) ppm. LCMS: 426.43.

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 5305-45-3, 4,6-Dichloropyrimidine-5-carbonitrile.

Reference:
Patent; ARENA PHARMACEUTICALS INC.; WO2004/65380; (2004); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 5305-45-3, 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 5305-45-3 as follows.

The white solid, 4,6-dichloro-5-pyrimidinecarbonitrile (5.82 g, 33.5 mmol) was dissolved in THF (66.9 mL) in a 500 mL of round-bottom flask and ammonia gas (0.570 g, 33.5 mmol) was bubbled through for 3 min every 10 min for 50 min with stirring. A white precipitate (ammonium chloride) was formed. The precipitate was filtered and washed with THF (100 mL). To the filtrate was added silica gel and concentrated under reduced pressure. The mixture was purified by column chromatography on a 120 g of Redi-Sep column using 0 to 100% gradient of EtOAc in hexane over 27 min and then 100% isocratic of EtOAc in hexane for 20 min as eluent to give 4-amino-6-chloropyrimidine-5-carbonitrile as an off-white solid. The off-white solid was suspended in EtOAc-hexane (1:1, 20 mL), filtered, washed with EtOAc-hexane (1:1, 30 mL), and dried to give 4-amino-6-chloro-5-pyrimidinecarbonitrile (B) as a white solid: 1H NMR (500 MHz, DMSO-d6) delta ppm 7.91-8.77 (3H, m); LC-MS (ESI) m/z 154.9 [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,5305-45-3, its application will become more common.

Reference:
Patent; AMGEN INC.; US2011/245257; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 5305-45-3, name is 4,6-Dichloropyrimidine-5-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 5305-45-3

To a mixture of 22a (55 mg, 0.2 mmol) in THF (2 mL) was added NaH (16 mg 0.4 mmol) at 0 C, the mixture was stirred at 0 C for 30 min, then 4,6-dichloropyrimidine-5- carbonitrile (42 mg 0.24 mmol) was added, the reaction was stirred at 0 C- r.t for 2 h. The mixture was quenched by MeOH, concentrated and purified by flash column chromatography to give 22b as a yellow solid (50 mg, yield: 60%). MS (m/z): 412.9 (M+l)+.

With the rapid development of chemical substances, we look forward to future research findings about 5305-45-3.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DAI, Guangxiu; XIAO, Kun; JIA, Hong; VENABLE, Jennifer Diane; BEMBENEK, Scott Damian; WO2014/15523; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia