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Process development of a selective serotonin reuptake inhibitor ( 1 ) is described. The synthesis features Nishiyama catalyst-mediated asymmetric cyclopropanation of vinyl indole 2 with ethyldiazoacetate to install the trans- disubstituted cyclopropane. The active pharmaceutical ingredient ( 1 ) was prepared in 13 chemical steps with 9 isolations and proceeded in an overall yield of 34%.
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Anthes et al. (2008) studied this question.
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