A New and Competitive Synthetic Approach for an Antihistamine Agent, Bilastine

Author(s): Rajashekar Kommera, Jayaprakash Rao Yerrabelly*, Venkateshwarreddy Kasireddy, Venkat Reddy Ghojala, Adilakshmi Singavarapu, Pradeep Rebelli.

Journal Name: Letters in Organic Chemistry

Volume 15 , Issue 10 , 2018

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Abstract:

Efforts towards the novel synthesis of second generation non-sedating antihistamine drug, Bilastine was described in this manuscript. This competitive synthetic approach involves the convergent synthesis of Bilastine via simple Friedel-Crafts acylation as an alternate for earlier reported Stille and Suzuki couplings. The selectivity in Friedel-Crafts acylation reaction with chloro acetyl chloride on different substituted arenes was studied and employed the best conditions for the synthesis of Bilastine. Further synthetic approach involves the deoxygenation of aryl ketone to corresponding alkane in single step and finally provides Bilastine with 39% of improved overall yields, utilizing simple and cost-effective reagents, suitable for kilogram scale synthesis.

Keywords: Bilastine, friedal craft acylation, chloro acetyl chloride, deoxygenation, benzimidazole, kilogram scale synthesis.

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Article Details

VOLUME: 15
ISSUE: 10
Year: 2018
Page: [815 - 821]
Pages: 7
DOI: 10.2174/1570178615666180402123643
Price: $65

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