title: Regioselective synthesis of 3-aminoimidazo[1,2-a]-pyrimidines under continuous flow conditions.
abstract: Multicomponent synthesis of 3-aminoimidazo[1,2-a]pyrimidines usually affords a product mixture containing varying amounts of the corresponding 2-amino regioisomer. Modified methods, particularly microwave heating, have been employed to suppress formation of this side-product, but none of the revised protocols are readily amenable to scale. A continuous flow adaptation was found to offer improved regioselectivity toward the targeted 3-amino regioisomer with significantly shorter reaction times and also widened the scope of the reaction to permit the use of aliphatic aldehyde building blocks.
authors.affiliation: Department of Chemistry, University of Sheffield , Dainton Building, Brook Hill, Sheffield S3 7HF, U.K.
authors.forename: Ashlie J E
authors.initials: AJ
authors.lastname: Butler
authors.forename: Mark J
authors.initials: MJ
authors.lastname: Thompson
authors.forename: Patrick J
authors.initials: PJ
authors.lastname: Maydom
authors.forename: James A
authors.initials: JA
authors.lastname: Newby
authors.forename: Kai
authors.initials: K
authors.lastname: Guo
authors.forename: Harry
authors.initials: H
authors.lastname: Adams
authors.forename: Beining
authors.initials: B
authors.lastname: Chen
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D002384:Catalysis; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011743:Pyrimidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000447:Aldehydes; D007093:Imidazoles; D011743:Pyrimidines