US 12,110,271 B2
Manufacturing method for 4-methoxypyrrole derivatives
Jeong-Taek Shin, Gyeonggi-do (KR); Jeong-Hyun Son, Gyeonggi-do (KR); and Deok Ki Eom, Gyeonggi-do (KR)
Assigned to Daewoong Pharmaceutical Co., Ltd., Gyeonggi-do (KR)
Appl. No. 17/273,390
Filed by Daewoong Pharmaceutical Co., Ltd., Gyeonggi-do (KR)
PCT Filed Sep. 19, 2019, PCT No. PCT/KR2019/012122
§ 371(c)(1), (2) Date Mar. 4, 2021,
PCT Pub. No. WO2020/060213, PCT Pub. Date Mar. 26, 2020.
Claims priority of application No. 10-2018-0112196 (KR), filed on Sep. 19, 2018; and application No. 10-2019-0110997 (KR), filed on Sep. 6, 2019.
Prior Publication US 2021/0221770 A1, Jul. 22, 2021
Int. Cl. C07D 207/48 (2006.01)
CPC C07D 207/48 (2013.01) 22 Claims
 
1. A method for manufacturing 4-methoxypyrrole derivatives, comprising:
1) a step of preparing a compound represented by the following Chemical Formula 4 by reacting a compound represented by the following Chemical Formula 2 with a compound represented by the following Chemical Formula 3;
2) a step of preparing a compound represented by the following Chemical Formula 5 by reacting a compound represented by the following Chemical Formula 4 with sodium borohydride;
3) a step of preparing a compound represented by the following Chemical Formula 6 by reacting a compound represented by the following Chemical Formula 5 with an oxidant; and
4) a step of reacting a compound represented by the following Chemical Formula 6 with methylamine to produce an intermediate, and converting the intermediate to a compound represented by the following Chemical Formula 1 by adding a reductant:

OG Complex Work Unit Chemistry