Category: 136888-20-5

Application of 136888-20-5 , The common heterocyclic compound, 136888-20-5, name is 5-Fluoro-3-nitropyridin-2(1H)-one, molecular formula is C5H3FN2O3, 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 the pyridine of preparation 55 (105 mg, 0.66 mmol), phosphorus oxychloride (1 ml) and Lambda/,Lambda/-dimethyIformamide (10 mul, catalytic) was heated at 11O0C for 18 hours. The cooled reaction mixture was then concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel using dichloromethane/acetonitrile as eluant (100:0 to 50:50 v/v) to yield the title compound (48 mg, 41%) as a solid. 1H NMR (400MHz, CDCI3): delta 8.03 (dd, 1 H), 8.55 (d, 1 H).

The synthetic route of 136888-20-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; WO2006/114706; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 136888-20-5, 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. 136888-20-5, name is 5-Fluoro-3-nitropyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

A suspension of S-fluoro-3-nitropyridin-2-ol (500 mg, 3.16 mmol) and cesiumcarbonate (2061 mg, 6.33 mmol) in DMF (8 mL) was stirred at rt for 10 mm, and 1-bromo-2-fluoroethane (723 mg, 5.69 mmol) was then added. The mixture was stirred at75 C for 4 h. Two products with the desired MS were detected. The mixture was dilutedwith ethyl acetate (15 mL) and filtered through Celite. The filtrate was concentratedunder vacuum to dryness. The residue was dissolved in ethyl acetate (100 mL), washedwith water (20 mL) and brine (20 mL), and dried over anhydrous Mg504. The desired product, 5 -fluoro- 1 -(2-fluoroethyl)-3 -nitropyridin-2( 1 H)-one (146 mg, 0.715 mmol, 22.61 % yield), was isolated as a yellow solid by ISCO (40 g solica gel, 30-50% ethyl acetate/hexane).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,136888-20-5, 5-Fluoro-3-nitropyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LIU, Chunjian; LIN, James; MOSLIN, Ryan M.; WEINSTEIN, David S.; TOKARSKI, John S.; WO2015/89143; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 136888-20-5, 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. 136888-20-5, name is 5-Fluoro-3-nitropyridin-2(1H)-one, molecular formula is C5H3FN2O3, 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.

PREPARATION 53 2-Chloro-5-fluoro-3-nitropyridine 5-Fluoro-3-nitro-pyridin-2-ol (1.00 g, 5.33 mmol) was dissolved in acetonitrile (40 mL) and tetraethylammonium chloride (2.10g, 12.65 mmol) was added. The mixture became clear, phosphorous oxytrichloride (1.94 g, 12.65 mmol) was added at room temperature and the mixture was heated at 90 oC for 24h. The reaction mixture was evaporated to dryness; the residue was taken up with water (100 mL) and extracted with ethyl acetate (2×100 mL). The organic layer was dried with sodium sulfate, filtered and evaporated to dryness. A yellow solid (0.90 g, 69%) was isolated, pure enough to perform the next synthetic step. LRMS (m/z): 177 (M+1)+

According to the analysis of related databases, 136888-20-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Almirall, S.A.; EP2518071; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem