Patent ID: 6399766
Filing Date: 2002-06-04
Classification: A61P,C07J

Abstract:
A process for the preparation of a compound selected from the group consisting of a compound of the formula wherein R1 is selected from the group consisting of hydrogen, â€”(CH2)mâ€”Ar, â€”(CO)â€”AR, â€”(CH2)mâ€”Alk and â€”(CO)â€”Alk, R2 is unsaturated or saturated hydrocarbon of 1 to 6 carbon atoms, D forms with the carbons to which it is attached a 5 or 6 membered ring unsubstituted or substituted and saturated or unsaturated, X is halogen, Y is selected from the group consisting of â€”Oâ€”, â€”Sâ€”, â€”SOâ€”, â€”SO2â€” and â€”NHâ€”, n is an integer of 2 to 8, m is an integer from 0 to 3, R3 and R4 are individually selected from the group consisting of hydrogen, â€”(CH2)mâ€”AR, â€”(CH2)mâ€”Het and â€”(CH2)mâ€”Alk or together with the nitrogen to which they are attached form an aromatic or non-aromatic, saturated or non-saturated mono or polycyclic heterocyclic of 3 to 15 members optionally containing 1 to 3 heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen and unsubstituted, Ar is carbocyclic aryl of 6 to 8 carbon atoms, Het is saturated or unsaturated, aromatic or non-aromatic heterocycle of 1 to 9 ring carbon atoms and 1 to 5 ring heteroatoms selected from the group consisting of oxygen, sulfur and nitrogen, Alk is saturated or unsaturated alkyl and cycloalkyl of up to 12 carbon atoms, the Ar, Het and Alk unsubstituted or subtituted with at least one member selected from the group consisting of halogen, alkoxy and alkylthio of 1 to 6 carbon atoms, dialkylamino and dialkoxyamino of 1 to 6 alkyl carbon atoms, â€”CN, CF3, aryl and arylalkyl and its addition salts with non-toxic, pharmaceutically acceptable acid and base, comprising reacting a compound of the formula wherein R7 is selected from the group consisting of P is a protective group with a halogenation agent to obtain a compound of the formula reacting the said compound with an aromatization reagent of ring A then with a base to obtain a compound of the formula subjecting the compounds of formula (IV) in an appropriate order to the following reactions:a) the action of a compound of formula Hal1â€”(CH2)nâ€”Hal2 on the compounds in which R7 is â€”Phâ€”YH, Hal1 or Hal2, are individually halogen to obtain compounds in which R7 is â€”Phâ€”Yâ€”(CH2)nâ€”Hal2, b) reaction with R3â€”NHâ€”R4, c) salification.