Development of an efficient process for the preparation of sch 39166: Aziridinium chemistry on scale

…, P Buholzer, P Kubisch, I Mergelsberg…

Index: Gala, Dinesh; Dahanukar, Vilas H.; Eckert, Jeffery M.; Lucas, Brian S.; Schumacher, Doris P.; Zavialov, Ilia A.; Buholzer, Patrik; Kubisch, Peter; Mergelsberg, Ingrid; Scherer, Dominik Organic Process Research and Development, 2004 , vol. 8, # 5 p. 754 - 768

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Citation Number: 23

Abstract

A large-scale synthesis of a tricyclic D1/D5 dopamine antagonist based on regio- and stereoselective ring opening of an aziridinium ion with a Grignard reagent was optimized and scaled up. ... Sch 39166 (1) is a potent dopamine D-1 antagonist that was initially developed to treat schizophrenia. 1 Subsequent in vivo animal autoradiography studies 2 demonstrated that 1 was a highly selective D1/D5 antagonist. Since the neurotransmitter dopamine is involved in ...

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