Abstract
A scalable and high-yielding synthetic route toward pure enantiomers of the α2-adrenergic agonist, lofexidine hydrochloride, is presented. Salient features include a rapid one-pot amide alkylation-imidazoline formation sequence on the carboxamide function of α-(2,6-dichlorophenoxy) propionamide, while preserving the sensitive configuration about the α-carbon of the resulting product. A means to accelerate the sluggish O-alkylation of the carboxamide function of α-(2,6-dichlorophenoxy) propionamide by Me3O+BF4- is also described, which may be of general applicability.
Original language | English (US) |
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Pages (from-to) | 415-419 |
Number of pages | 5 |
Journal | Organic Process Research and Development |
Volume | 13 |
Issue number | 3 |
DOIs | |
State | Published - May 15 2009 |
Externally published | Yes |