Category: 166526-03-0

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.166526-03-0, name is 4,6-Dichloronicotinonitrile, molecular formula is C6H2Cl2N2, molecular weight is 173, as common compound, the synthetic route is as follows.Recommanded Product: 4,6-Dichloronicotinonitrile

4-Chloro-6-(l,3-dimethylpyrazol-4-ylamino) pyridine-3-carbonitrile was prepared as follows:4,6-Dichloropyridine-3-carbonitrile (9.60 g, 55.49 mmol), N-(l,3-dimethylpyrazol- 4-yl)acetamide (8.5 g, 55.49 mmol, see Example 2.02), palladium(II) acetate (0.374 g, 1.66 mmol), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (1.926 g, 3.33 mmol) and cesium carbonate (27.1 g, 83.23 mmol) were weighed out in a flask. Dioxane (110 mL) was added and argon was bubbled through the reaction mixture for 5 minutes at room temperature. The resulting suspension was stirred at 90 0C for 2 hours. The reaction mixture was allowed to cool to room temperature with stirring, water (275 mL) was added followed by the portionwise addition of lithium hydroxide hydrate (6.99 g, 166.47 mmol). The solution was left to stir at room temperature for 30 minutes. The resulting precipitate was collected by filtration, washed with water and dried. The crude product was purified by flash chromatography on silica gel eluting with 0 to 5% MeOH in EtOAc/DCM (1 :1). The solvent was evaporated to dryness. The residue was triturated in Et2O, and the resulting precipitate was collected by filtration, washed with Et2O and dried to a constant weight to afford 4-chloro-6-(l,3-dimethylpyrazol-4-ylamino)pyridine-3-carbonitrile (6 g, 43.7 %) as a pale yellow solid. 1H NMR spectrum (500 MHz, CDCl3): delta 2.15 (s, 3H), 2.88 (s, 3H), 6.43 (s, IH), 6.45 (s, IH), 7.44 (s, IH), 8.36 (s, IH); Mass spectrum: m/z (ESI+) (M+H)+ = 248.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,166526-03-0, 4,6-Dichloronicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/153589; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 166526-03-0, Adding some certain compound to certain chemical reactions, such as: 166526-03-0, name is 4,6-Dichloronicotinonitrile,molecular formula is C6H2Cl2N2, 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 166526-03-0.

A mixture of 4,6-dichloronicotinonitrile (100 mg, 0.58 mmol), 2-fluoro-5-methoxy-N-(4- (4,4,5,5 -tetramethyl- 1,3 ,2-dioxaborolan-2-yl)phenyl)benzenesulfonamide (259 mg, 0.636 mmol), Pd(dppf)C12DCM (24 mg, 0.024 mmol) and Cs2CO3 (381 mg, 1.16 mmol) in dioxane (3 mL) and H20 (0.5 mL) was heated under N2 at 100 C for 6 h. The mixture was cooled to room temperature, diluted with EtOAc (30 mL), filtered through celite, concentrated and purified by silica gel chromatography eluting with ethyl acetate in hexane (0-30 percent) to afford the title compound (244 mg, yield: 100%).

According to the analysis of related databases, 166526-03-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEW ERA PHARMA, INC.; XIAN, Jun; (82 pag.)WO2018/106459; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 166526-03-0, name is 4,6-Dichloronicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 4,6-Dichloronicotinonitrile

General procedure: At 0 C, to a suspension of sodium hydride (60% dispersion in oil, I 5 equiv) in DMF or DMA(080 moLL1), a solution of methyl ester B (tO equiv.) in DMF or DMA (0.65 moLL1) wasslowly added, foHowed after 15 minutes by a solution of nitrile A (11 equiv.) in DMF or DMA(0.65 moLL1). The reaction mixture was stirred at 70 C (oil bath) for 3 hours, before beingpoured into an ice cold saturated aqueous solution of NH4CI and extracted twice with CH2CI2.The organic layers were combined, washed with brine, dried over MgSO4, concentrated under vacuum and purified by flash column chromatography on silica gel (using a gradient of EtOAc in cyclohexane as eluent) to afford the product.

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, 166526-03-0, 4,6-Dichloronicotinonitrile.

Reference:
Patent; MAVALON THERAPEUTICS LIMITED; BLAYO, Anne-Laure; CATELAIN, Thomas; DORANGE, Ismet; GENET, Cedric; MANTEAU, Baptiste; MAYER, Stanislas; SCHANN, Stephan; (290 pag.)WO2018/206820; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 166526-03-0 ,Some common heterocyclic compound, 166526-03-0, molecular formula is C6H2Cl2N2, 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.

A mixture of 2,4-dichloro-5-cyanopyridine (1 Og, 57.8 mmol), fe/f-butyl carbamate (8.2 g, 70.5 mmol), Pd(OAc)2 (0.26 g, 1 .1 mmol), Xantphos (1 .34 g, 2.3mmol) and K2C03 (12 g, 87 mmol) in THF (150 mL) was degassed 3x with nitrogen. The mixture was then heated at 70 C for 4-5 h and monitored by chromatography until complete conversion. Following completion of the reaction, additional THF (100 mL) was added and heated the mixture at 70 C for additional 1 h and then cooled to room temperature. The suspension was then filtered through a pad of celite to remove the solid. The filtrate was then concentrated and azotropically distilled with ethyl acetete before filtering to give the title compound. 1 H NMR (DMSO-d6, 400 MHz): delta 10.82 (s, 1 H), 8.79 (s, 1 H), 8.09 (s, 1 H), 1 .49 (s, 9H).

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. 166526-03-0, 4,6-Dichloronicotinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; BUSCHMANN, Nicole; FAIRHURST, Robin Alec; FURET, Pascal; KNOEPFEL, Thomas; LEBLANC, Catherine; MAH, Robert; MALLET, Franck; MARTZ, Julie; LIAO, Lv; XIONG, Jing; HAN, Bo; WANG, Can; ZHAO, Xianglin; (56 pag.)WO2016/151500; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 166526-03-0, 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. 166526-03-0, name is 4,6-Dichloronicotinonitrile, molecular formula is C6H2Cl2N2, 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.

[00404] Step 1 : A mixture of 4,6-dichloronicotinonitrile (760 mg, 4.39 mmol), (2S,3S)-3-amino-3-phenylpropane-l,2-diol (780 mg, 4.66 mmol) (Pico, Anna; Moyano, Albert ARKIVOC (Gainesville, FL, United States) (2007), (4), 132-156) and DIPEA (921 mu, 5.27 mmol) in DMA (4393 mu) was stirred at 50 C for 2.5 hours after which LCMS indicated -98% reaction completion. The vessel was cooled to room temperature and the dark solution was partitioned between ethyl acetate and water. The organic portion was washed with water and the combined aqueous layers were extracted with ethyl acetate. The organics were combined, dried over anhyrdous sodium sulfate, filtered and concentrated. The mixture was dissolved in 2 mL of DCM and purified on a 40G ISCO column using 5-100% EA/Heptane. Following concentration, the regioisomers were collected as isolates 01 and 02.

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 166526-03-0, 4,6-Dichloronicotinonitrile.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DODD, Dharmpal, S.; MUSSARI, Christopher, P.; BHIDE, Rajeev, S.; NAIR, Satheesh Kesavan; PAIDI, Venkatram Reddy; KUMAR, Sreekantha Ratna; BANERJEE, Abhisek; SISTLA, Ramesh; PITTS, William, J.; HYNES, John; WO2013/106614; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem