Patent ID: 6703500
Filing Date: 2004-03-09
Classification: C07D

Abstract:
A process for converting compound G to compound H: wherein:R1 is a C2-C4 straight chain alkyl optionally substituted at any carbon with one or more substituents selected from C1-C6 straight or branched alkyl, C2-C6 straight or branched alkenyl or alkynyl, Oâ€”C1-C6 straight or branched alkyl, Oâ€”C2-C6 straight or branched alkenyl or alkynyl, oxo, halo, NO2, N(R4) (R4), CN, Ar or O-Ar; R2 is selected from hydrogen, C1-C6 straight or branched alkyl, C2-C6 straight or branched alkenyl or alkynyl or Ar, wherein said alkyl, alkenyl or alkynyl is optionally substituted with Ar; n is 0 or 1; Ar is a saturated, partially saturated or unsaturated monocyclic or bicyclic ring structure, wherein each ring contains 5 to 7 ring atoms and each ring optionally contains from 1 to 3 heteroatoms selected from O, N and S; wherein Ar is optionally substituted at one or more ring atoms with one or more substituents independently selected from C1-C6 straight or branched alkyl, C2-C6 straight or branched alkenyl or alkynyl, Oâ€”C1-C6 straight or branched alkyl, Oâ€”C2-C6 straight or branched alkenyl or alkynyl, oxo, halo, NO2, N(R4) (R4), CN, Ar1, O-Ar1; wherein Ar1 is a saturated, partially saturated or unsaturated monocyclic or bicyclic ring structure, wherein each ring contains 5 to 7 ring atoms and each ring optionally contains from 1 to 3 heteroatoms selected from O, N and S; and each R4 is independently selected from H or an amino protecting group, with the proviso that both R4 are not simultaneously hydrogen, said process comprising the steps of: (a) suspending compound G in an organic solvent selected from dichloroethane, dichloromethane, toluene, chlorobenzene, chloroform, monoglyme, diglyme or CCl4; (b) adjusting the temperature of the resulting solution to between 20Â° C. and 100Â° C.; (c) adding 2 to 4 equivalents of base and more than about 1 equivalent of RSOpClp to said solution, wherein R is absent or selected from C1-C6 straight or branched alkyl or Ar, and each p is independently 1 or 2; and (d) incubating said solution over a period of between 2 and 18 hours.