Application of 98353-08-3 ,Some common heterocyclic compound, 98353-08-3, molecular formula is C8H9NO3, 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 5-ethoxypicolinic acid (14.36 mg, 0.086 mmol) in DMF (1 mL)was added HATU (33 mg, 0.086 mmol). The reaction mixture was stirred at rt for 5 mm, followed by addition of (R)- 1 -(cis-4-(6-fluoroquinolin-4-yl)cyclohexyl)ethanamine (18 mg, 0.066 mmol) Intermediate 40L and N-methylmorpholine (0.032 mL, 0.264 mmol). The resulting mixture was stirred at rt for 2 h. The reaction mixture was concentrated in vacuo and the residue was dissolved in MeOH, filtered, and purified via preparativeHPLC to give Example 163 (16 mg, 0.03 8 mmol, 57% yield). LC-MS Anal. Calc?d for C25H28FN302 421.22, found [M+H] 422.3. T = 1.63 mm (Method I). ?H NMR (500MHz, DMSO-d6) oe: 8.81 (d, J=4.4 Hz, 1H), 8.36 (d, J=9.6 Hz, 1H), 8.26 (d, J2.4 Hz, 1H), 8.07 (dd,J9.1, 5.8 Hz, 1H), 7.99-7.85 (m, 2H), 7.73-7.59 (m, 1H), 7.55-7.39 (m, 2H),4.39 (d, J6.6 Hz, 1H), 4.14 (q, J6.9 Hz, 2H), 3.71 – 3.52 (m, 1H), 1.94 – 1.52 (m, 9H),1.34 (t, J=6.9 Hz, 3H), 1.19 (d, J6.4 Hz, 3H).
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. 98353-08-3, 5-Ethoxypicolinic acid, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; FLEXUS BIOSCIENCES, INC.; BECK, Hilary Plake; JAEN, Juan Carlos; OSIPOV, Maksim; POWERS, Jay Patrick; REILLY, Maureen Kay; SHUNATONA, Hunter Paul; WALKER, James Ross; ZIBINSKY, Mikhail; BALOG, James Aaron; WILLIAMS, David K.; MARKWALDER, Jay A.; SEITZ, Steven P.; CHERNEY, Emily Charlotte; ZHANG, Liping; SHAN, Weifang; GUO, Weiwei; HUANG, Audris; (231 pag.)WO2016/73774; (2016); A2;,
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