An Alternate Synthesis of Bosentan Monohydrate, an Endothelin Receptor Antagonist

作者：Pradeep Rebelli; Rao Yerrabelly Jayaprakash^*; Kumari Yalamanchili Bharathi; Subbanarsimulu Porala; Reddy Ghojala Venkat; Reddy Bairy Kondal

来源：Synlett, 2014, 25(2): 265-269.

DOI：10.1055/s-0033-1340281

• alternate synthesis
• bosentan monohydrate
• eco-friendly reagents
• dimer impurity
• N-alkylated
• pyrimidinone

An alternate synthesis of an endothelin receptor antagonist bosentan monohydrate is reported. This new synthetic route involves the coupling of p-tert-butyl-N-[6-chloro-5-(2-methoxy-phenoxy)(2,2-bipyrimidin)-4-yl]benzene sulfonamide with commercially available raw material (2,2-dimethyl-1,3-dioxolan-4-yl)methanol as the key step. Attractive features of this approach are its versatileness, commercial availability of raw materials, usage of eco-friendly reagents, and it efficiently provides the desired bosentan monohydrate free from reported impurities such as dimer, N-alkylated, and pyrimidinone impurities.

• 出版日期2014-1-23