ENANTIOSELECTIVE SYNTHESIS OF 6-AMINO-7-HYDROXY-4,5,6,7-TETRAHYDROIMIDAZO[4,5,1-jk][1]BENZAZEPIN-2[1H]-ONE AND ZILPATEROL Russian patent published in 2011 - IPC C07D487/06 A61K31/55 A61P43/00 

Abstract RU 2433131 C2

FIELD: chemistry.

SUBSTANCE: present invention relates to a method for selective synthesis of 6R,7R trans-stereoisomer of 6-amino-7-hydroxy-4,5,6,7-tetrahydroimidazo[4,5,1-jk][1]benzazepin-2[1H]-one and 6R,7R trans-stereoisomer of zilpaterol or salts thereof for preparing medicinal agents. The disclosed method of producing 6R,7R trans-stereoisomer of 6-amino-7-hydroxy-4,5,6,7-tetrahydroimidazo[4,5,1-jk][1]benzazepin-2[1H]-one involves reaction of 4,5-dihydroimidazo[4,5,1-jk][1]benzazepin-2,6,7[1H]-trione-6-oxime or salt thereof with H2 in the presence of a catalyst which contains a complex of at least one phosphine ligand with at least one metal selected from a group comprising rhodium, ruthenium and iridium. The disclosed method for selective synthesis of the 6R,7R trans-stereoisomer of zilpaterol involves reaction of 4,5-dihydroimidazo[4,5,1-jk][1]benzazepin-2,6,7[1H]-trione-6-oxime with H2 in the presence of a catalyst to form 6-amino-7-hydroxy-4,5,6,7-tetrahydroimidazo[4,5,1-jk][1]benzazepin-2[1H]-one and conversion of the latter to zilpaterol.

EFFECT: novel method of producing biologically active compounds.

24 cl, 7 ex, 2 tbl

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RU 2 433 131 C2

Authors

Al'Mena-Pereha Khuan Khose

Brink Monika

Gajss Gerkhard

Kadyrov Renat

Mejer Torsten

Dates

2011-11-10Published

2008-01-31Filed