Application of 131747-55-2 ,Some common heterocyclic compound, 131747-55-2, molecular formula is C6H6FNO, 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.
In a 50 ml, three-necked flask fitted with a magnetic stirrer under inert atmosphere,5-chloro-1 H-indole x70 (1.13 g, 7.43 mmol) is dissolved in dry DMF (20 ml). At 00C, NaH(327 mg, 8.18 mmol, 60 % in mineral oil) is added and the mixture is stirred at this temperature for 0.3 h. A solution of 3-(chloromethyl)-2-fluoropyridine x71 (obtained from (2-fluoropyridin-3-yl)methanol and SOCI2 (1.3 g, 8.92 mmol)) in DMF (5 ml) is then added and stirring is continued for 0.5 h at 0 0C. The reaction mixture is poured on ice and the aqueous phase is extracted three times with AcOEt. The combined organic phases are dried over MgSOphi filtered and concentrated. Purification by chromatography on silicagel(Hexane/AcOEt: 9/1 (v/v)) affords 5-chloro-1-[(2-fluoropyridin-3-yl)methyl]-1 H-indole x72 as a solid (1.13 g).Yield: 59 %.1H NMR (250 MHz, DMSO): 5.5 (s, 2H), 6.5 (s,1H), 7.1 (dd, 1H), 7.3 (m, 1 H), 7.4- 7.6 (m, 3H), 7.6 (d, 1H), 8.1 (d, 1H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,131747-55-2, its application will become more common.
Reference:
Patent; UCB S.A.; WO2006/128692; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem