Yuan Zhe
2006
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Journal
Chinese Journal of Pharmaceuticals
Abstract
Azasetron hydrochloride was synthesized from methyl salicylate by chlorination, nitration, reduction togive methyl 3-amino-5-chloro-2-hydroxybenzoate, which subjected to cyclization with chloroacetyl chloride, methylation andhydrolysis to afford 6-chloro-4-methyl-3,4-dihydro-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid, follow by chlorination, reac-tion with 3-aminoquinuclidine and then HCl salt formation with an overall yied of 37%.