title: A Four-step Synthesis of Novel (S)-1-(heteroaryl)-1-aminoethanes from (S)-Boc-alanine.
abstract: A series of (S)-1-(pyrimidin-4-yl)-, and regioisomeric (S)-1-(pyrazolo[1,5-a]pyrimidin-7-yl)-, and (S)-1-(pyrazolo[1,5-a]pyrimidin-5-yl)ethan-1-amines were prepared by cyclisation of (S)-N-Boc-alanine-derived ynone with N,N-1,3-dinucleophiles, such as amidines and α-aminoazoles, followed by acidolytic removal of the Boc group. Stereoselective catalytic hydrogenation of (S)-1-(pyrazolo[1,5-a]pyrimidin-7-yl)ethanamines lead to saturation of the pyrimidine ring to afford ~4:1 mixture of diastereomeric 4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidines. The structures of novel compounds were elucidated with NMR.
authors.forename: Luka
authors.initials: L
authors.lastname: Šenica
authors.forename: Nejc
authors.initials: N
authors.lastname: Petek
authors.forename: Uroš
authors.initials: U
authors.lastname: Grošelj
authors.forename: Jurij
authors.initials: J
authors.lastname: Svete