13230-84-7Relevant articles and documents
Classical and dynamic resolution of 1-amino-3-methyl-1,3,4,5- tetrahydrobenzo[d]azepin-2-one
Mitchell, David,Hay, Lynne A.,Koenig, Thomas M.,McDaniel, Stacey,Nissen, Jeffrey S.,Audia, James E.
, p. 3814 - 3819 (2005)
Two efficient production processes of enantioenriched 1-amino-3-methyl-1,3, 4,5-tetrahydro-benzo[d]azepin-2-one 1 were achieved using the readily available starting materials. A key step in the methodologies is a classical resolution or a dynamic resolution that provides excellent chemical (>80%) yields and enantiomeric excesses (>99.8% ee). The classical resolution was developed on a preparative scale while the dynamic resolution was implemented on a pilot plant scale.
BENZOLACTAMS-1. ALKYLATION OF 1,2,4,5-TETRAHYDRO-3-METHYL-3H-3-BENZAZEPIN-2-ONE WITH SODIUM HYDRIDE AND ALKYL HALIDE
Orito, Kazuhiko,Matsuzaki, Tsutomu
, p. 1017 - 1021 (2007/10/02)
Alkylation of 1,2,4,5-tetrahydro-3-methyl-3H-3-benzazepin-2-one 1a with various halides and sodium hydride in tetrahydrofuran-dimethylformamide solvent system was studied.Primary halides predominantly provided the 1-mono-substituted products, such as alkyl (2a-g,p,q), allyl (2j,k), propargyl (2l) and benzyl (2m-o) derivatives, in satisfactory yields, and secondary halides resulted in lower yields (2h,i) than primary halides.In attempted dialkylations with ω,ω'-dibromoalkanes, 5- and 6-membered spiro products (4c,d) were obtained by this method.The Michael type addition reaction was also studied and it was found that acrylic acid esters gave the corresponding adducts (2p,q).