Preparation of 4-haloalkylnicotinic esters

Details Preparation of 4-haloalkylnicotinic esters Preparation of 4-haloalkylnicotinic esters

2005-11-29

2005-11-29

Tsang, Cecilia J. (Department: 1625)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C568S307000, C546S341000, C546S296000, C546S298000

Reexamination Certificate

active

06969768

ABSTRACT:
A process for preparing 4-haloalkylnicotinic esters of the formula (I),whereRFis (C1-C4)-haloalkyl andR is (C1-C6)-alkyl;which comprisesa) reacting an aminoketone of the formula (II),in-line-formulae description="In-line Formulae" end="lead"?RF—C(O)—CH═CH—NH2  (II)in-line-formulae description="In-line Formulae" end="tail"? in a condensation reaction under reduced pressure with a compound of the formulae (III) to (V),in-line-formulae description="In-line Formulae" end="lead"?(R1Z)CH═CH—COOR  (III),in-line-formulae description="In-line Formulae" end="tail"?in-line-formulae description="In-line Formulae" end="lead"?(R1Z)2CH—CH2—COOR  (IV),in-line-formulae description="In-line Formulae" end="tail"?in-line-formulae description="In-line Formulae" end="lead"?HC≡C—COOR  (V),in-line-formulae description="In-line Formulae" end="tail"?whereR1is (C1-C6)-alkyl andZ is O, S, NR1or C(O)O, to give a compound of the formulae (VI) and/or (VII),in-line-formulae description="In-line Formulae" end="lead"?RF—C(O)—CH═CH—NH—CH═CH—COOR  (VI)in-line-formulae description="In-line Formulae" end="tail"?in-line-formulae description="In-line Formulae" end="lead"?RF—C(O)—CH═CH—NH—CH(ZR1)—CH2—COOR  (VII)in-line-formulae description="In-line Formulae" end="tail"?b) and subjecting the reaction product to a ring closure reaction.

REFERENCES:
patent: 5360806 (1994-11-01), Toki et al.
patent: 5708175 (1998-01-01), Koyanagi et al.
patent: 6239160 (2001-05-01), Tiebes et al.
patent: 100 14 006 (2001-09-01), None
patent: 0580374 (1994-01-01), None
patent: 0 580 374 (1994-01-01), None
patent: 0744400 (1996-11-01), None
patent: 0 744 400 (1996-11-01), None
patent: WO 98/57969 (1998-12-01), None
Okada et al, “A Facile and Convenient Synthetic Method for 3-Trifluoroacetyl-Pyrroles”, (1992), vol. 34, No. 7, pp. 1435-1441, also referred to as XP00019621.
Okada et al, “A Facile and Convenient Synthetic Method for N-β-Trifluoroacetylvinyl Amino Acid Esters, α-Aminoaccetophenones and Aminoacctonitriles as Potentially Useful Precursors of Fluorine-containing Pyrroles”, (1992), pp. 533-535, also referred to as XP000196319.

Affiliated with

Also associated with

Rating

Preparation of 4-haloalkylnicotinic esters does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Preparation of 4-haloalkylnicotinic esters, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Preparation of 4-haloalkylnicotinic esters will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-3513903