title: A facile deprotection of secondary acetamides.
abstract: Imidoyl chlorides, generated from secondary acetamides and oxalyl chloride, can be harnessed for a selective and practical deprotection sequence. Treatment of these intermediates with 2 equiv of propylene glycol and warming enables the rapid release of amine hydrochloride salts in good yields. Notably, the reaction conditions are mild enough to allow for a swift deprotection with no observed epimerization of the amino center.
authors.affiliation: Chemical Process Research and Development, Sepracor Inc., 84 Waterford Drive, Marlborough, Massachusetts 01752, USA. stefan.koenig@sepracor.com
authors.forename: Stefan G
authors.initials: SG
authors.lastname: Koenig
authors.forename: Charles P
authors.initials: CP
authors.lastname: Vandenbossche
authors.forename: Hang
authors.initials: H
authors.lastname: Zhao
authors.forename: Patrick
authors.initials: P
authors.lastname: Mousaw
authors.forename: Surendra P
authors.initials: SP
authors.lastname: Singh
authors.forename: Roger P
authors.initials: RP
authors.lastname: Bakale