Chemical compounds

Details Chemical compounds Chemical compounds

C - Chemistry, Metallurgy

07

D

167/210, 260/314

C07D 487/04 (2006.01) A61K 31/55 (2006.01) C07D 233/54 (2006.01) C07D 233/64 (2006.01)

Patent

CA 2031898

ABSTRACT OF THE DISCLOSURE: The invention relates to a process for preparing compounds of formula (I) Image (I) [wherein: R2 is H, C1-C5 alkyl, a C3-C6 cycloalkyl, a phenyl, or a substituted phenyl; R3 and R4, which may be the same or different, is a H, Hal, -CX3 (in which X is halogen atom),-NO2, -CN, -NRR' (in which R is H or C1-C5 alkyl and R' is a C1-C5 alkyl or R and R' together is a C2-C5 alkylene),a -CONRR' (in which R and R' are defined as above), a -OR7 (in which R7 is a H, a C1-C5 alkyl or a phenyl); a -SR7, -COOR7 or -COR7 (in which R7 is defined as above)); R5 is a H or F; and either R1 represents a group Image in which R8 and R'8, which may be the same or different, each is a C1-C3 alkyl or R8 and R'8 together represent a C2-C5 alkylene and Y and Y', which may be the same or different, each is O or S; and R6 is a H, Hal, NO2, NH2, -NRR' (in which R and R' are defined as above) or a -SR7, -OR7, or -COR7 (in which R7 is defined as above); or, R1 is a -COOR9 (in which R9 is a C1-C5 alkyl or a C3-C6 cycloalky); and R6 is a H, Hal or NO2, or -NRR' or -CONRR' (in which R and R' are defined as above), or a -SR7, -OR7, -COOR7 or -COR7 (in which R7 is defined as above), or a -N=CH-OR9 (in which R9 is defined as above), or a -CN, or NH2, or a -N=CH-NMe2, or a thiocyano, isothiocyano or thioacetyl or R1 is a CORc' (in which Rc is a C3-C6 cycloalkyl) and R6 is a H, Hal or NO2, or a -NRR' or CONRR' (in which R and R' are defined as above), or a -SR7, -OR7, -COOR7 or -COR7 ( in which R7 is defined as above), or a -N=CH-ORg ( in which R9 is defined as above), or a -CN] and pharmaceutically acceptable acid addition salt thereof, either by cyclising a compound of formula (IV) Image (IV) wherein R1, R2, R3, R4, R5 and R'6 respectively correspond R1, R2, R3, R4, R5 and R6 which are defined as above, or reacting a compound of formula (IB) Image (IB) (wherein R1, R2, R3, R4 and R5 are defined as above and R'6 is a group (other than the desired group R6) defined as above for R6) with an appropriate reagent whereby the group R"6 is replaced by the desired group R6, or comprises reacting a compound of formula (V) Image (V) with a compound of formula (VI) Rc-Mg-Hal (VI) (wherein R'c is defined as above and Hal represents a halogen atom).

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