Extracurricular laboratory: Synthetic route of 868551-30-8

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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. 868551-30-8, name is Methyl 4-methyl-5-nitropicolinate. A new synthetic method of this compound is introduced below., Computed Properties of C8H8N2O4

A mixture of methyl 4-methyl-5-nitropyridine-2-carboxylate (39.5g, 0.19mol) and DMF- DMA (30.6 g, 0.26mol, 1.35 eq) in DMF (470 mL) was heated to 90C for 30 min. The solvent was removed in vacuo. The residue (78g) was used without further purification in the next step.

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Reference:
Patent; PFIZER INC.; WO2005/103003; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about Methyl 4-methyl-5-nitropicolinate

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, 868551-30-8, Methyl 4-methyl-5-nitropicolinate.

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. 868551-30-8, name is Methyl 4-methyl-5-nitropicolinate. A new synthetic method of this compound is introduced below., Recommanded Product: 868551-30-8

Example 75A: 2~(4~Methyl~5~nitro^yridin-2-yl)~chromen-4-one O-tert- butyl-oximeA solution of 2′-hydroxyacetophenone (1.68 g, 12.39 mrrtol) in tetrahydrofuran (120 mi) under argon was cooled to -78C and treated dropwise with lithium hexamethyldisilazane (1 M in tetrahydrofuran, 2.25 ml, 2.25 mmol). The solution was stirred at -78C for 1 hour and at -10C for 2 hours then cooled down to -78C and treated dropwise with a solution of 4- efhy.-5-nitro-pyridine-2-carboxylic acid methyl ester (WO2005/103003) (2.42 g, 12.39 mmo.) in tetrahydrofuran (60 ml). The dark red solution was stirred at -78C for 1 hour then at room temperature for 18 hours. The mixture was poured into a ice-cold 1 N solution of hydrochloric acid (200 ml) and extracted several times with ethyl acetate. The combined extracts were dried over sodium sulfate and concentrated to dryness. The residue was dissolved in acetic acid (60 ml), treated with sulfuric acid (0.33 ml) and heated to 100X for 30 minutes. After cooling to room temperature, the solution was concentrated and the residue added with water and neutralized with a saturated solution of sodium hydrogenocarbonate. The precipitate was filtrated, washed with water and dried under vacuum to yield 2-(4- Methyl-5-nitro-pyridin-2-yl)-chromen-4-one (2.33 g, 66%) as a brown solid. The previous chromen-4-none (770 mg, 2.72 mmol) was treated with tert-buty.- hydroxylamine hydrochloride (685 mg, 5.45 mmol) in methanol (20 ml) at 130C for 30 minutes under microwave irradiation (method D, step 1) to yield the title compound (394 mg, 41 %) after purification by silica ge. flash chromatography (gradient cyciohexane/dichloromethane 0-80%) as a gold solid.1 H NMR: (300 MHz) DMSO-d6 delta (ppm): 9.23 (s, 1 H), 8,08 (dd, J = 7.9 Hz, J = 1.7 Hz, 1 H), 7.89 (s, 1 H), 7.78 (s, 1 H), 7.42 (td, J = 7.6 Hz, J = 1.7 Hz, 1 H), 7.32-7.19 (m, 2H), 2.76 (s, 3H), 1.42 (s, 9H).

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, 868551-30-8, Methyl 4-methyl-5-nitropicolinate.

Reference:
Patent; DOMAIN THERAPEUTICS; PRESTWICK CHEMICAL, INC.; SCHANN, Stephan; MAYER, Stanislas; MORICE, Christophe; GIETHLEN, Bruno; WO2011/51478; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem