Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing
Reexamination Certificate
2007-02-12
2008-05-06
Barts, Samuel (Department: 1621)
Organic compounds -- part of the class 532-570 series
Organic compounds
Amino nitrogen containing
C564S304000
Reexamination Certificate
active
07368609
ABSTRACT:
An optically active 1-(fluoro-, trifluoromethyl- or trifluoromethoxy-substituted phenyl)alkylamine N-monoalkyl derivative represented by the formula 4 is produced by a process including (a) reacting an optically active secondary amine, represented by the formula 1, with an alkylation agent R2—X, in the presence of a base, thereby converting the secondary amine into an optically active tertiary amine represented by the formula 3; and (b) subjecting the tertiary amine to a hydrogenolysis, thereby producing the N-monoalkyl derivative,wherein R represents a fluorine atom, trifluoromethyl group or trifluoromethoxy group, n represents an integer of from 1 to 5, each of R1and R2independently represents an alkyl group having a carbon atom number of from 1 to 6, Me represents a methyl group, Ar represents a phenyl group or 1- or 2-naphthyl group, * represents a chiral carbon, and X represents a leaving group.
REFERENCES:
patent: 2002/0103400 (2002-08-01), Ishii et al.
patent: 2003/0028021 (2003-02-01), Alvaro et al.
patent: 2004/0210817 (2004-10-01), Kapoor et al.
patent: WO 01/25219 (2001-04-01), None
patent: WO 02/32867 (2002-04-01), None
G.H. Posner et al., “ Methyl andn-Alkyl Ketones form Carboxylic Acid Chlorides and Organocopper Reagents”Tetrahedron Letters, No. 53, (1970) pp. 4647-4650, Great Britain.
Chemical Journal of Chinese Universities, Feb. 9, 1988, vol. 9, No. 2, pp. 134-139.
A. Gilbert, et al., “Excited State Substitution and Addition Reactions of Aryl Fluorides with Aliphatic Amines,” Department of Chemistry, University of Reading, Jul. 1980, pp. 1393-1399.
Japanese Office Action dated Jun. 16, 2006 and an English translation thereof (Eight (8) pages).
Correspondence dated Jul. 28, 2006 (Two (2) pages).
Inomiya Kenjin
Ishii Akihiro
Kanai Masatomi
Kuriyama Yokusu
Ootsuka Takashi
Barts Samuel
Central Glass Company Limited
Crowell & Moring LLP
LandOfFree
Optically active 1-(fluoro-, trifluoromethyl- or... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Optically active 1-(fluoro-, trifluoromethyl- or..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Optically active 1-(fluoro-, trifluoromethyl- or... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3987560