Synthetic Route of 722550-01-8, 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 722550-01-8 as follows.
General procedure: 2-(5-Bromo-2-isopropoxy-4~methoxyphenyl)-7-(pyrrolidin”l-yl)imidazo| l,2-o]~ pyridine hydrobromide 73 was prepared in the same manner as 2-(5-bromo-2,4-dimethoxy- phenyl)”7-(pyrro3idin~l~yl)imidazo[l,2-a]pyridine 9a and was obtained as an off-white solid (26% yield). 1H NMR. (400 MHz, DMSO-c 6): delta 13.04 (s, IH), 8.61 (d, J= 7.6 Hz, IH), 8.11 (s, IH), 8.02 (s, IH), 6.95 (s, H), 6.93 (s, IH), 6.27 (s, IH), 5.06-4.97 (m, IH), 3,94 (s, 3H), 3,48-3.40 (m, 4H), 2.06-1.99 (rn, 4H), 1.44 (s, 3H), 1.42 (s, 31 1 }: HPLC (Method 3) >99% (AUC), fR = 18.93 min; ESI MS m/z 4?()| M + H]+ . A solution of 2-bromo-1-(5-bromo-2,4-dimethoxyphenyl)ethanone 7 (124 rng, 0.367 mmol) and 4-(pyrrolidin-1-yl)pyridin-2-amine 8 (60 mg, 0.367 mmol) in acetone (4 mL) was heated at 75 C for 16 h. The reaction mixture was cooled to room temperature; the white precipitate was collected by filtration and solid was washed with acetone. The solid was suspended in aqueous ammonia solution (10 ml.) and stirred for 2 h. The free base was collected by filtration and solid was washed with water, dried under reduced pressure to yield 2-(5-bromo-2,4-dimethoxyphenyl)-7-(pyrrolidin-1-yl)imidazo[1,2-a]pyridine 9a (51 mg, 35%) as an off-white solid. 1H NMR (300 MHz, CDCl3): delta 8.55 (s, 1H), 7.83 (d, J = 7.4 Hz, 1H), 7,80 (s, 1H), 6.55 (s, 1H), 6,43 (d, J = 2.2 Hz, 1H), 6.33 (dd, J = 2,2, 7,4 Hz, 1H), 3 ,99 (s, 3H), 3 ,94 (s, 3H), 3.40-3,30 (m, 4H), 2.10-2.00 (m, 4H); HPLC (Method 2) >99% (AUC), tR= 19.12 min: APCI MS m/z 404 [M + H]+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,722550-01-8, its application will become more common.
Reference:
Patent; ONCOTHERAPY SCIENCE, INC.; MATSUO, Yo; HISADA, Shoji; NAKAMURA, Yusuke; CHAKRABARTI, Anjan; RAWAT, Manish; RAI, Sanjay; SATYANARAYANA, Arvapalli, Venkata; DUAN, Zhiyong; TALUKDAR, Arindam; RAVULA, Srinivas; DECORNEZ, Helene; (491 pag.)WO2017/58503; (2017); A1;,
Pyridine – Wikipedia,
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