Category: 68325-15-5

Synthetic Route of 68325-15-5, Adding some certain compound to certain chemical reactions, such as: 68325-15-5, name is 3-Chloro-4-cyanopyridine,molecular formula is C6H3ClN2, 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 68325-15-5.

Step B: Preparation of 3-(2-(trimethylsilyl)ethoxy)isonicotinonitrile: A flask was charged with 2-(trimethylsilyl)ethanol (1.02 g, 8.66 mmol) and added THF (20 mL). Sodium hydride (0.219 g, 8.66 mmol) was added and the reaction was stirred at ambient temperature for 1 hour. 3-Chloroisonicotinonitrile (1.00 g, 7.22 mmol) was added, and the reaction mixture was stirred at ambient temperature for 1 hour and then at 50 0C overnight. A saturated solution of ammonium chloride was added. The reaction mixture was extracted with ethyl acetate, dried and concentrated to give the desired product (1.30 g, 81.7% yield) as light brown semi solid material.

According to the analysis of related databases, 68325-15-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARRAY BIOPHARMA INC.; WO2008/91770; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 68325-15-5 ,Some common heterocyclic compound, 68325-15-5, molecular formula is C6H3ClN2, 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 (lR,3s,5S)-tert-butyl 3-((lr,4R)-4-hydroxycyclohexyloxy)-8- azabicyclo[3.2.1]octane-8-carboxylate (20 mg, 0.061 mmol) in THF (0.615 mL) was added 1M potassium teri-butoxide in THF (73.75 mu?, 73.75 muiotaetaomicron?) was added 3-chloroisonicotinonitrile (10.22 mg, 73.75 muiotaetaomicron?) at room temperature . The reaction mixture was stirred for 16 h and then concentrated. The residue was purified by TLC (silica gel, 50% EtOAc/hexanes) to give the title compound (14.1 mg, 0.033 mmol, 53.7% yield). Exact mass calculated for C24H33N3O4: 427.3, found LCMS m/z = 428.4 [M+H]+; ‘ll NMR (CDCI3 , 400 MHz) delta ppm 1.44-1.75 (m, 8H), 1.47 (s, 9H), 1.87-2.03 (m, 6H), 2.09-2.16 (m, 2H), 3.51-3.58 (m, IH), 3.78-3.87 (m, IH), 4.15-4.33 (m, 2H), 4.57-4.63 (m, IH), 7.45 (d, = 5.0 Hz, IH), 8.32 (d, = 5.0 Hz, IH), 8.47 (s, IH).

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. 68325-15-5, 3-Chloro-4-cyanopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; BUZARD, Daniel J.; HAN, Sangdon; KIM, Sun Hee; LEHMANN, Juerg; ZHU, Xiuwen; WO2013/55910; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 68325-15-5, 3-Chloro-4-cyanopyridine, 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, HPLC of Formula: C6H3ClN2, blongs to pyridine-derivatives compound. HPLC of Formula: C6H3ClN2

Intermediate 1 : lsoxazolo[5,4-c1pyridin-3-ylamine.; To a solution of 3-chloro-isonicotinitrile (1.13 g, 8.36 mmol) in DMF (6.0 mL) were added potassium carbonate (1.69 g, 12.2 mmol) and acetohydroxamic acid (0.91 g, 12.2 mmol). The reaction mixture was stirred at rt overnight, diluted with EtOAc (200 mL) and extracted with saturated aqueous NaHCO3 (200 mL) then saturated aqueous NaCI (100 mL). The aqueous layers were back extracted with EtOAc (200 mL) and the combined organic layers were dried (MgSO4) and concentrated. The crude residue was purified (FCC, 2 N NH3 in MeOH/DCM) to give isoxazolo[5,4-c]pyhdin-3-ylamine (0.447 g, 41 %). MS (ESI+): calcd for C6H5N3O m/z 135.04, found 136.2 (M+H)+. 1H NMR (d6-DMSO): 8.93 (d, J = 0.8, 1 H), 8.45 (d, J = 5.2, 1 H), 7.88-7.86 (dd, J = 5.2, 1.2, 1 H), 6.72 (br s, 2H).

The synthetic route of 68325-15-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BREITENBUCHER, J., Guy; KEITH, John, M.; TICHENOR, Mark, S.; CHAMBERS, Alison, L.; JONES, William, M.; HAWRYLUK, Natalie, A.; TIMMONS, Amy, K.; MERIT, Jeffrey, E.; SEIERSTAD, Mark, J.; WO2010/68453; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 68325-15-5, 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 68325-15-5, name is 3-Chloro-4-cyanopyridine. This compound has unique chemical properties. The synthetic route is as follows.

To an ice-cooled solution of 2-methyl-2-(morpholin-4-yl)propan-1 -ol (4.00 g, 25.1 mmol) in THF (12.5 ml) under an argon atmosphere was added NaH 60% dispersion on mineral oil (1 .1 g, 27.4 mmol) slowly portionwise. The reaction mixture was stirred with ice-cooling for 1 h and a solution of 3-chloropyridine-4-carbonitrile (4.10 g, 29.6 mmol) in THF (64.5 ml) was added. The reaction was allowed to warm slowly to RT and stirred at this temperature for 16h. The reaction was then heated under reflux conditions for 2h. The reaction mixture was quenched with a sat. NH4CI solution and extracted with EtOAc. The organics were combined and washed with sat. NaCI, filtered through a hydrophobic filter and concentrated. The residue was crystallized with MTBE and collected by filtration to give the title compound (2 g, 35% yield) which was used without further purification.1H-NMR (400MHz, DMSO-d6): delta [ppm]= 8.75 (s, 1 H), 8.38 (d, 1 H), 7.78 (d, 1 H), 4.19 (s, 2H), 3.44 – 3.52 (m, 4H), 2.57 – 2.62 (m, 4H), 1.10 – 1 .23 (m, 6H).

According to the analysis of related databases, 68325-15-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; THE BROAD INSTITUTE, INC.; DANA FARBER CANCER INSTITUTE; SIEGEL, Stephan; SIEGEL, Franziska; SCHULZE, Volker; BERGER, Markus; GRAHAM, Keith; KLAR, Ulrich; KNUT, Eis; SUeLZLE, Detlev; BOeMER, Ulf; KORR, Daniel; PETERSEN, Kirstin; MOeNNING, Ursula; EBERSPAeCHER, Uwe; MOOSMAYER, Dieter; MEYERSON, Matthew; GREULICH, Heidi; KAPLAN, Bethany; HARB, Hassan, Youssef; DINH, Phi, Manh; (324 pag.)WO2019/81486; (2019); 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. 68325-15-5, name is 3-Chloro-4-cyanopyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3-Chloro-4-cyanopyridine

3-EthoxyisonicotinonitrileSodium ethoxide (53 mg, 0.74 mmol) was added to a 0C solution of 3-chloro-4-cyanopyridine (100 mg, 0.72 mmol) in DMF (1 mL). The mixture was stirred at 0C for 30 mm and at rt for 2h, then the mixture was concentrated in vacuo. To the residue Et20 was added, and the salts were filtered off. The filtrate was concentrated in vacuo to yield the title compound as a white solid. LC-MSA: tR= 0.67 mm; [M(35Cl)+H]= 149.06.

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, 68325-15-5, 3-Chloro-4-cyanopyridine.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOLLI, Martin; BOSS, Christoph; BROTSCHI, Christine; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi T.; WO2014/141065; (2014); 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. 68325-15-5, name is 3-Chloro-4-cyanopyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3-Chloro-4-cyanopyridine

3-EthoxyisonicotinonitrileSodium ethoxide (53 mg, 0.74 mmol) was added to a 0C solution of 3-chloro-4-cyanopyridine (100 mg, 0.72 mmol) in DMF (1 mL). The mixture was stirred at 0C for 30 mm and at rt for 2h, then the mixture was concentrated in vacuo. To the residue Et20 was added, and the salts were filtered off. The filtrate was concentrated in vacuo to yield the title compound as a white solid. LC-MSA: tR= 0.67 mm; [M(35Cl)+H]= 149.06.

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, 68325-15-5, 3-Chloro-4-cyanopyridine.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOLLI, Martin; BOSS, Christoph; BROTSCHI, Christine; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi T.; WO2014/141065; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 68325-15-5 , The common heterocyclic compound, 68325-15-5, name is 3-Chloro-4-cyanopyridine, molecular formula is C6H3ClN2, 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.

Reference Production Example 80To a mixture of 1.39 g of 3-chloro-isonicotinonitrile, 1.10 g of 2,2,2- trifluoroethanol and 5 mL of DMF, 0.40 g of 60% sodium hydride (oily) was added under ice cooling, followed by stirring for 20 minutes, heating to room temperature and further stirring for 7.5 hours. After ice cooling again, 0.20 g of 60% sodium hydride (oily) was added, followed by heating to room temperature and further stirring for 15 hours. Under ice cooling, water was added and the precipitated crystal was washed with water, collected by filtration and then dried under reduced pressure to obtain 1.63 g of 3-(2,2,2-trifluoroethoxy)- isonicotinonitrile. H-NMR (CDC13 ) delta : 8.53-8.52(br m, 1H), 8.51(d, J=4.9Hz, 1H), 7.53(dd, J=4.9, 0.6Hz,1H), 4.62(q, J=7.7Hz, 2H)

The synthetic route of 68325-15-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/49222; (2011); 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. 68325-15-5, name is 3-Chloro-4-cyanopyridine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 68325-15-5

(b) 3-Ethoxy-4-cyanopyridine A mixture of sodium metal (1.4 g, 0.06 mol) and ethanol (10 ml) was stirred until all of the sodium metal had dissolved and the solvent was removed in vacuo. The residue was placed under argon, and DMF (50 ml), followed by 3-chloro-4-cyanopyridine (6.95 g, 0.05 mol) were added at 5 C. The mixture was warmed to room temperature and stirred for 24 hours. The solvent was removed in vacuo and the residue was treated with dichloromethane and filtered. The filtrate was removed in vacuo, the residue was treated with water and a solid was collected by filtration to afford 4.6 g (62%) of 3-ethoxy-4-cyanopyridine as a tan solid, m.p. 56-57 C.

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, 68325-15-5, 3-Chloro-4-cyanopyridine.

Reference:
Patent; Sterling Winthrop Inc.; US5294612; (1994); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 68325-15-5, 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 68325-15-5, name is 3-Chloro-4-cyanopyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 1.39 g of 3-chloro-isonicotinonitrile, 1.10 g of 2,2,2- trifluoroethanol and 5 mL of DMF, 0.40 g of 60% sodium hydride (oily) was added under ice cooling, followed by stirring for 20 minutes, heating to room temperature and further stirring for 7.5 hours. After ice cooling again, 0.20 g of 60% sodium hydride (oily) was added, followed by heating to room temperature and further stirring for 15 hours. Under ice cooling, water was added and the precipitated crystal was washed with water, collected by filtration and then dried under reduced pressure to obtain 1.63 g of 3-(2,2,2-trifiuoroethoxy)- isonicotinonitrile.1 H-NMR (CDC13 ) delta : 8.53-8.52(br m, IH), 8.5 l(d, J=4.9Hz, IH), 7.53(dd, J=4.9, 0.6Hz, IH), 4.62(q, J=7.7Hz, 2H)

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 68325-15-5, 3-Chloro-4-cyanopyridine.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/49220; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem