Category: 1427-06-1

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. 1427-06-1, name is Methyl 6-fluoropyridine-3-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Safety of Methyl 6-fluoropyridine-3-carboxylate

( (2S) -5- (4- (trifluoromethyl) phenyl) piperidin-2-yl) methanol (294 mg, 1.13 mmol) , methyl 6-fluoropyridine-3-carboxylate (198 mg, 1.28 mmol) and K 2CO 3 (489 mg, 3.54 mmol) were dissolved in DMSO (3 mL) . The mixture was stirred for 24 h at an oil-bath temperature of 50 . The reaction mixture was cooled to room temperature, and to the mixture was added saturated NaCl solution (50 mL) , and the mixture was extracted with EtOAc (40 mL×2) . The combined organic layers were dried over anhydrous Na 2SO 4, and concentrated in vacuo to give a crude product, which was purified by silica-gel column chromatography (eluent: PET/EtOAc (v/v) = 5: 1) to give colorless oil (166 mg, 37%) . [2165] MS (ESI, pos. ion) m/z = 395.3 [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, 1427-06-1, Methyl 6-fluoropyridine-3-carboxylate.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Bing; ZHONG, Xue; WANG, Feng; LI, Xuke; HE, Wei; PAN, Wei; HUANG, Jiuzhong; ZHANG, Yingjun; ZHENG, Changchun; (0 pag.)WO2020/11147; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1427-06-1, name is Methyl 6-fluoropyridine-3-carboxylate, the common compound, a new synthetic route is introduced below. COA of Formula: C7H6FNO2

General procedure: To a 5 mL vial containing a stir bar, 3-(5-aminopyrazin-2-yl)-6-cyclobutyl-2-fluorophenol (50 mg, 0.19 mmol) and 4-fluorobenzonitrile (26 mg, 0.21 mmol) were added Cs2CO3(96 mg, 0.29 mmol) and 0.55 mL DMSO. The resultant mixture was stirred at 80 Celsius for approximately 15 hours. The mixture was cooled to room temperature and then passed through a syringe filter. The filtrate was subjected to FCC to give the title compound (36 mg, 52%). The title compound was prepared using conditions similar to those described in Example 101 using acetonitrile with 10% DMF as the solvent and 6-fluoronicotinic acid methyl ester. MS (ESI): mass calcd. for C21H19FN4O3, 394.14; m/z found, 395.1 [M+H]+. 1H NMR (400 MHz, CDCl3) delta 8.77 (dd, J=2.3, 0.5, 1H), 8.46 (s, 1H), 8.31 (dd, J=8.6, 2.3, 1H), 8.08 (d, J=1.3, 1H), 7.83-7.76 (m, 1H), 7.23 (d, J=8.3, 1H), 7.04 (dd, J=8.6, 0.6, 1H), 4.68 (s, 2H), 3.91 (s, 3H), 3.67-3.55 (m, 1H), 2.23-2.07 (m, 4H), 2.00-1.87 (m, 1H), 1.85-1.75 (m, 1H).

The synthetic route of 1427-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Eccles, Wendy; Fitzgerald, Anne E.; Hack, Michael D.; Hawryluk, Natalie A.; Jones, William M.; Keith, John M.; Krawczuk, Paul; Lebsack, Alec D.; Liu, Jing; Mani, Neelakandha S.; McClure, Kelly J.; Meduna, Steven P.; Rosen, Mark D.; US2014/221310; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 1427-06-1, name is Methyl 6-fluoropyridine-3-carboxylate, the common compound, a new synthetic route is introduced below. HPLC of Formula: C7H6FNO2

(a) (2S,5R)-4-(5-Methoxycarbonyl-pyridin-2-yl)-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester A mixture of 6-fluoronicotinic acid methyl ester (1.0 g, 6.4 mmol), (2S,5R)-2,5-dimethyl-piperazine-1-carboxylic acid tert-butyl ester HCl (1.6 g, 6.4 mmol), and potassium carbonate (1.78 g, 12.9 mmol) were stirred in DMSO (10 mL) at 120 C. for 2 h, cooled, diluted with ethyl acetate (50 mL), washed with water (2*10 mL), dried over magnesium sulfate, filtered and concentrated.

The synthetic route of 1427-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERAVANCE, INC.; US2012/114600; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1427-06-1, Methyl 6-fluoropyridine-3-carboxylate, 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, Recommanded Product: Methyl 6-fluoropyridine-3-carboxylate, blongs to pyridine-derivatives compound. Recommanded Product: Methyl 6-fluoropyridine-3-carboxylate

To a tetrahydrofuran (5 mL) solution of 2-((tert-butyldimethylsilyl)oxy)ethanol (Ark Pharm, 200 mg, 1.134 mmol) stirred at ambient temperature was added sodium hydride (60% dispersion in mineral oil, 68 mg, 1.701 mmol) in one portion. After 5 minutes, methyl 6- fluoronicotinate (Combi-Blocks, 176 mg, 1.134 mmol) was added. After the reaction was stirred for 5 minutes, N,N-dimethylformamide (1 mL) was added. After 30 minutes, the reaction mixture was concentrated under reduced pressure and taken up in a solvent mixture of N,N-dimethylformamide (1.5 mL) and methanol (1.5 mL). The resulting suspension was filtered through a glass microfiber frit, and the filtrate was purified by preparative HPLC [YMC TriArt C18 Hybrid 20 mum column, 25 × 150 mm, flow rate 80 mL/minute, 20-100% gradient of acetonitrile in buffer (0.025 M aqueous ammonium bicarbonate, adjusted to pH 10 with ammonium hydroxide)] to give the title compound (0.11 g, 0.35 mmol, 31% yield). MS (ESI+) m/z 312 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1427-06-1, Methyl 6-fluoropyridine-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; CALICO LIFE SCIENCES; ABBVIE, INC.; SIDRAUSKI, Carmela; PLIUSCHEV, Marina; FROST, Jennifer, M.; BLACK, Lawrence, A.; XU, Xiangdong; SWEIS, Ramzi, Farah; SHI, Lei; ZHANG, Qinwei, I.; TONG, Yunsong; HUTCHINS, Charles, W.; CHUNG, Seungwon; DART, Michael, J.; (661 pag.)WO2017/193063; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1427-06-1, 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 1427-06-1 as follows.

General procedure: A mixture of substituted piperazine, homopiperazine or piperidine (X), methyl 4-fluorobenzoate and K2CO3 in DMSO was refluxed at 120 C for 24 hrs resulting in the formation of an off-white precipitate. The reaction mixture was cooled to room temperature and then poured into a vessel containing water. The mixture was left to stir at room temperature for 30 minutes and the solid was collected via filtration, washed with water and air dried overnight to give the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1427-06-1, its application will become more common.

Reference:
Article; Jalily, Pouria H.; Eldstrom, Jodene; Miller, Scott C.; Kwan, Daniel C.; Tai, Sheldon S.-H.; Chou, Doug; Niikura, Masahiro; Tietjen, Ian; Fedida, David; Molecular Pharmacology; vol. 90; 2; (2016); p. 80 – 95;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem