Process for preparing enantiomers of compounds having...

Details Process for preparing enantiomers of compounds having... Process for preparing enantiomers of compounds having...

C - Chemistry, Metallurgy

07

D

C07D 453/02 (2006.01) C07D 401/06 (2006.01)

Patent

CA 2048315

T1081ABS ABSTRACT A process for preparing enantiomers of compounds having muscarinic activity A process for preparing a substantially pure enantiomer of a compound of formula (I) or a salt or prodrug thereof: Image ( I ) wherein one of X, Y and Z is an N atom and the remainder are C atoms; and R2 is hydrogen, halo, -CN, -COOR6, -CONR6R7, or a saturated or unsaturated, substituted or unsubstituted hydrocarbon group, wherein R6 and R7 are independently selected from hydrogen and C1-2 alkyl; which process comprises cyclisation of an enantiomer of a compound of formula (19A) or salt thereof: Image (19A) wherein R2, X, Y and Z are as defined in formula (I); and R4 is a labile leaving group is disclosed. Optionally, the compound so prepared may be converted to a salt or prodrug thereof. A preferred compound is (R)-(-)-3-(6- chloropyrazin-2-yl)-1-azabicyclo[2.2.2]octane or a salt thereof.

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