Category: 19539-50-5

Electric Literature of 19539-50-5 ,Some common heterocyclic compound, 19539-50-5, molecular formula is C7H5NO, 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 198.2 (3.82g, 32.07mmol, l .Oeq) in methanol (300mL), 10% palladium on charcoal (7.0g) was added. Hydrogen was purged through reaction mixture for 2-3h. After completion of reaction, reaction mixture was filtered through celite-bed and washed with ethanol. Filtrate was concentrated under reduced pressure to obtain198.3 (3.5g, 90.11%). MS(ES): m/z 122.14 [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. 19539-50-5, Furo[2,3-c]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NIMBUS LAKSHMI, INC.; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine C.; LEIT DE MORADEI, Silvana Marcel; MASSE, Craig E.; MCLEAN, Thomas H.; MONDAL, Sayan; (401 pag.)WO2018/71794; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 19539-50-5, name is Furo[2,3-c]pyridine, molecular formula is C7H5NO, 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. Recommanded Product: Furo[2,3-c]pyridine

A mixture of furo[2,3-c]-pyridine (918 mg, 7.7 mmoi) in anhydrous THF (45 mL) was cooled to -78C. A solution of n-butyllithium in hexane (4.6 ml, c = 2.5 M, 11.6 mmoi) was added and the resulting mixture was stirred for 1 h at -78C. Tributyltin chloride (3.1 mL, 11.6 mmoi) was added at -78C. The cooling bath was removed and the reaction mixture was stirred at room temperature for 2 h. Methanol was added and the solvent was evaporated. Aminophase-silica-gel chromatography gave 1.9 g of crude 2-(tributylstannyl)furo[2,3-c]pyridine which was used without further purification. To a stirred solution of crude 2-(tributylstannyl)furo[2,3-c]pyridine (1.9 g) in THF (20 mL) in an inert atmosphere was added 3-bromo-6-chloro-imidazo[1 ,2- fajpyridazine (676 mg, 2.9 mmol), copper (I) iodide (55 mg, 0.29 mmol) bis(triphenylphosphine) palladium(ll)chloride (102 mg, 0.145 mmol) and triphenylphosphine (38 mg, 0.145 mmol). The mixture was heated to reflux for 2 h. The solvent was removed in vaccuum. The residue was dissolved in a mixture of dichloromethane and methanol, filtered through an aminophase-silica-gel column and the solvent was removed in vaccuum. Silicagel chromatography gave a solid that was triturated with a mixture of ethyl acetate and hexane to give 343 mg of the title compound, which was used without further purification. 1H-NMR (300MHz, CHLOROFORM-d): delta [ppm]= 7.24 (d, 1 H), 7.62 (d, 1H), 7.71 (s, 1H), 8.07 (d, 1 H), 8.43 (s, 1H), 8.48 (d, 1 H), 8.95 (s, 1H). LCMS (Method 3): Rt = 0.63 min; MS (ESIpos) m/z = 271 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 19539-50-5.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; EIS, Knut; WO2013/87581; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem