Category: 105596-63-2

Synthetic Route of 105596-63-2 ,Some common heterocyclic compound, 105596-63-2, molecular formula is C7H7NO3, 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.

4-(4,6-Dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride 2.7-hydrate (1.06 g, 3.26 mmol) was added to a solution of 2-methoxy-isonicotinic acid (500 mg, 3.26 mmol) and 4-amino-4-cyano-piperidine-1-carboxylic acid tert-butyl ester (669 mg, 2.97 mmol) in EtOH (8.0 ml) at room temperature, and the mixture was stirred for 46.5 hours. An aqueous NaHCO3 solution was added to the reaction mixture, followed by extraction with AcOEt three times. The organic layers were washed with saturated brine, and then dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting residue was purified by column chromatography (CH2Cl2/MeOH = 99:1 to 95:5) to give 4-cyano-4-[(2-methoxy-pyridine-4-carbonyl)-amino]-piperidine-1-carboxylic acid tert-butyl ester as a colorless form (901 mg, 84%). MS (ESI) m/z = 361 (M+H)+.

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. 105596-63-2, 2-Methoxyisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chugai Seiyaku Kabushiki Kaisha; EP2433940; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 105596-63-2, name is 2-Methoxyisonicotinic acid. A new synthetic method of this compound is introduced below., Recommanded Product: 2-Methoxyisonicotinic acid

Example 4.1 : (S)-2-methoxy-N-methyl-N-(4-(1-methyl-1 H-pyrrole-2-carboxamidoH- phenylbutan-2-yl)isonicotinamide 1-Methyl-1H-pyrrole-2-carboxylic acid ((S)-3-methylamino-4-phenyl-butyl)-amide hydrochloride (100 mg, 0.31 mmol), 2-methoxypyridine-4-carboxylic acid (49 mg, 0.31 mmol), HOBt (71 mg, 0.476 mmol), EDC x HCI (72 mg, 0.37 mmol), and triethylamine (0.108 ml, 0.78 mmol) were dissolved in DCM (5 ml) and stirred at rt for 2 h. The mixture was concentrated, redissolved in EtOAc, washed with sat. NaHC03- and NaCI-soln., dried (Na2S04), filtered and concentrated. The crude product was purified by chromatography (Biotage, DCM to DCM:MeOH 95:5 over 10 min) to yield 84 mg (63 %) of the title compound as white solid. [1 H-NMR (DMSO, 600 MHz) 8.16/7.73 (d, 1 H), 7.93 (t, 1 H), 7.33-7.21, 7.05- 7.01 (2m, 5H), 6.88 (d, 1H), 6.68 (d, 1 H), 6.56/6.11 (d, 1 H), 6.33/5.81 (s, 1H), 6.01-5.98 (m, 1 H), 4.90-4.83/3.58-3.52 (m, 1 H), 3.83/3.76 (s, 3H), 3.81/3.75 (s, 3H), 3.31-3.14 (m, 2H), 3.03-2.90 (m, 1H), 2.96/2.62 (s, 3H), 2.84-2.78 (m, 1 H), 1.89-1.73 (m, 2H); UPLCMS Rt, = 1.09 min; [M+H]+ = 421.3].

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, 105596-63-2, 2-Methoxyisonicotinic acid.

Reference:
Patent; NOVARTIS AG; BETSCHART, Claudia; COTESTA, Simona; HINTERMANN, Samuel; WAGNER, Juergen; ROY, Bernard, Lucien; GERSPACHER, Marc; VON MATT, Anette; BEHNKE, Dirk; WO2011/73316; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 105596-63-2, Adding some certain compound to certain chemical reactions, such as: 105596-63-2, name is 2-Methoxyisonicotinic acid,molecular formula is C7H7NO3, 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 105596-63-2.

LiAlH4 (1.9 g, 49 mmol) was added portionwise to a solution of 2-methoxy isonicotinic acid (5.0 g, 33 mmol) in tetrahydrofuran (40 mL) at 0 C. The reaction mixture was continuously stirred at 0 C for 1 h, then saturated sodium sulphate solution was added dropwise slowly. After filtration, the filtrate was extracted with ethyl acetate, and the organic layer was washed with brine, and concentrated under vacuum. The resulting residue was dissolved in dichloromethane (30 mL), and chromium trioxide pyridine (10.6 g, 49 mmol) was added. The resulting mixture was stirred at room temperature for 2 h, then poured onto the short silica gel column and eluted with ethyl acetate. The resulting solution was concentrated under vacuum to remove the solvent. The residue was purified by column chromatography (petroleum ether : ethyl acetate = 10:1) to afford the title compound (646 mg, 14 %). 1H NMR (CDCl3): delta 10.01 (1H, s), 8.36 (1H, d, J = 5.2 Hz), 7.29 (1H, dd, J = 1.2 Hz, 5.2 Hz), 7.14 (1H, d, J = 1.2 Hz), 3.99 (3H, s).

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. 105596-63-2, 2-Methoxyisonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Li, Yuliang; WANG, Huting; ZHU, Yan; WANG, Zhe; ZHANG, Hui; ZHAO, Ruiyu; HUANG, Yuanyuan; WANG, He; PENG, Yong; LUO, Hong; XIAO, Dengming; CAO, Shousong; HAN, Yongxin; EP2862571; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 105596-63-2, 2-Methoxyisonicotinic acid, 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, Quality Control of 2-Methoxyisonicotinic acid, blongs to pyridine-derivatives compound. Quality Control of 2-Methoxyisonicotinic acid

General procedure: To a solution of acid (1 equiv.) inanhydrous DMF (0.18 M) was added EDCIHCl (1 equiv.), and HOBt (1 equiv.)successively in a sealed tube. The mixture was stirred at rt for 30 min.Carboximidamide (1 equiv.) was added in one portion and the reaction wasplaced in a pre-heated 130 C oil bath and continued to stir overnight. Waterwas added to quench the reaction and the mixture was extracted with EtOAc.The combined organic phase was washed with saturated aqueous sodiumbicarbonate solution, water, saturated aqueous sodium chloride, and dried overanhydrous Na2SO4. The organic phase was concentrated in vacuum and theresidue was subjected to silica gel chromatography to give the targetoxadiazole compound.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,105596-63-2, 2-Methoxyisonicotinic acid, and friends who are interested can also refer to it.

Reference:
Article; Yue, Xuyi; Dhavale, Dhruva D.; Li, Junfeng; Luo, Zonghua; Liu, Jialu; Yang, Hao; Mach, Robert H.; Kotzbauer, Paul T.; Tu, Zhude; Bioorganic and Medicinal Chemistry Letters; vol. 28; 6; (2018); p. 1011 – 1019;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem