N-((R)-.alpha.-methyl-3-methoxybenzyl)-3-(2-chlorobenzene)propanamide
US5633404A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Apr 19, 1996 |
| Grant date | May 27, 1997 |
| Priority date | — |
| Expiry date | Apr 19, 2016 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07C233/22
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A method of making ( R)- N-[1-(3-methoxyphenyl)ethyl]-3-(2-chlorobenzene)propanamine which involves reducing the appropriate amidyl or iminyl precursor with an appropriate reducing agent. The appropriate amidyl or iminyl precursor is made from a synthesis involving the use of ( R)-3-methoxy-.alpha.-methylbenzylamine. A method of condensing a nitrile with a primary or secondary amine to form an imine involves the reaction of a nitrile with diisobutylaluminum hydride; and then reacting the resultant compound with a primary or secondary amine to form the imine. The process is especially useful for producing enantiomerically pure chiral imines, and, ultimately, amines. Typical such imines have the formula: ##STR1## wherein R, R.sub.1, R.sub.2 and R.sub.3 are independently selected from the group consisting of hydrogen, substituted or unsubstituted alkyl, aryl and aralkyl.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.