The origin of a common compound about 55676-22-7

With the rapid development of chemical substances, we look forward to future research findings about 55676-22-7.

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. 55676-22-7, name is 3-Acetyl-6-chloropyridine, molecular formula is C7H6ClNO, 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. name: 3-Acetyl-6-chloropyridine

To a solution of 1-(6-chloropyridin-3-yl)ethanone (4.0 gm, 0.0257 mole) in DMF (15 mL), cesium carbonate (16.8 gm, 0.051 mole) was added followed by addition of methyl 2-hydroxyacetate (8.0 ml, 0.103 mmoles) at 25 C under nitrogen atmosphere and the reaction mixture was stirred at 80-90 C for 18 h. The reaction mixture was poured into ice cold water and extracted with ethyl acetate. The combined ethyl acetate extract was washed with water & brine, dried over sodium sulphate and evapourated under reduced pressure. The crude product was purified by colunm chromatography (Eluent: 16% ethyl acetate in hexane) to yield 1.25 gm (23%) of product as off white solid. 1H NMR: DMSO-d6, delta2.55 (s, 3H), 3.67 (s, 3H), 5.02 (s, 2H), 7.04 (dd, J = 8.8 & 0.4 Hz, 1H), 8.20 (dd, J = 8.8 & 2.4 Hz, 1H), 8.78 (d, J = 2.0 Hz, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 55676-22-7.

Reference:
Patent; Cadila Healthcare Limited; PINGALI, Harikishore; MAKADIA, Pankaj; PANDYA, Vrajesh; KALAPATAPU, V. V. M. Sairam; JAIN, Mukul R.; EP2658851; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem