Electric Literature of 5470-22-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 5470-22-4 as follows.
Compound 5 was prepared according to a modified procedure (WO2013/057253). To a suspension of the commercially available 4-chloro-pyridine-2-carboxylic acid 4 (5.0 g, 31.84 mmol) in dichloromethane (135 ml) at 0 C was added oxalyl chloride (4.8 g, 38.21 mmol), followed by a slow addition of catalytic amount of dimethylformamide (0.55 ml). The resulting mixture was stirred at room temperature for 2 h. After this time, the mixture was concentrated to dryness under reduced pressure. The solid residue was solubilized in methanol (55 ml) and was stirred at room temperature for another 16 h. The mixture was concentrated to dryness under reduced pressure, and the residue re-suspended with 5% aq. NaHCC>3. The product was extracted with EtOAc (2 x 20 ml). The combined organic layer was washed with brine (2 chi 10 ml), dried over anhydrous MgS04, filtered and concentrated to dryness under reduced pressure to afford 5 (4.0 g, 74%) as a beige solid. XH N MR (300 M Hz, CDCI3): delta 8.63 (d, J = 5.0 Hz, 1H), 8.12 (dd, J = 2.0, 0.5 Hz, 1H), 7.48 (dd, J = 5.0, 2.0 Hz, 1H), 4.00 (s, 3H). 13C N MR (75 MHz, CDCI3): delta 164.7, 150.7, 149.3, 145.5, 127.2, 125.7, 53.3. HRMS (APPI) calcd. for C7H7CI N02+ [M+H]+ 172.0160, found: 172.0156.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5470-22-4, its application will become more common.
Reference:
Patent; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; INSTITUT CURIE; UNIVERSITY OF TEXAS AT AUSTIN; INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE; RODRIGUEZ, Raphael; ZACHARIOUDAKIS, Emmanouil; KUNALINGAM, Lavaniya; BARTOLI, Alexandra; MILLER, Kyle; AGARWAL, Poonam; (41 pag.)WO2017/102934; (2017); A1;,
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