ChemicalBook CAS DataBase List Silodosin

Silodosin synthesis

7synthesis methods

Product Name:Silodosin
CAS Number:160970-64-9
Molecular formula:C25H32F3N3O4
Molecular Weight:495.53

496-15-1 Synthesis

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Yield:-

Steps:

Multi-step reaction with 12 steps
1.1: potassium carbonate / acetonitrile / 12 h / 90 °C
2.1: triethylamine / dichloromethane / 8 h / 0 - 25 °C / Inert atmosphere
3.1: trichlorophosphate / 1,2-dichloro-ethane / 1 h / 0 °C / Inert atmosphere
3.2: 2 h / 0 - 80 °C / Inert atmosphere
4.1: ammonium acetate; acetic acid / 4 h / 80 °C
5.1: sodium tetrahydroborate / dichloromethane; methanol / 1 h / 0 - 25 °C
6.1: trichlorophosphate / 1 h / 0 °C / Inert atmosphere
6.2: 2 h / 0 - 80 °C / Inert atmosphere
7.1: hydroxylamine hydrochloride; pyridine / tetrahydrofuran / 12 h / 70 °C
8.1: acetic anhydride / tetrahydrofuran / 24 h / 70 °C
9.1: hydrogen; palladium 10% on activated carbon / methanol; tetrahydrofuran / 48 h / 40 °C
10.1: sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 12 h / 20 °C
11.1: sodium hydroxide; water / methanol / 2 h / 20 °C
12.1: sodium hydroxide; water; dihydrogen peroxide / dimethyl sulfoxide / 0 - 25 °C

References:

Zhao, Fei;Li, Jing;Chen, Ying;Tian, Yanxin;Wu, Chenglin;Xie, Yanan;Zhou, Yu;Wang, Jiang;Xie, Xin;Liu, Hong [Journal of Medicinal Chemistry,2016,vol. 59,# 8,p. 3826 - 3839]