YU47022B

YU47022B - BENZOPYRANOL DERIVATIVES

Info

Publication number: YU47022B
Application number: YU156189A
Authority: YU
Inventors: A. Walser
Original assignee: F. Hoffmann-La Roche Ag.
Priority date: 1988-08-09
Filing date: 1989-08-08
Publication date: 1994-11-15
Also published as: YU156289A; FI893739A; YU156189A; FI893739A0; ZA895550B

Abstract

DERIVATI BENZOPIRANOLA, naznačen time, što imaju formulu gde je A jednako -C≡C-R6, CH2CH2-R7 ili R1 je H ili niži alkanoil, R2, R3 i R4 su H ili niži alkil, R5 je niži alkil, R6 i R7 su heteroaromatični radikali ili aromatični radikal od fenil, naftil ili fenantril, kao i aromatični radikal R6 i R7 koji su nesupstituisani ili supstituisani sa jednim ili više substituenata Z6 ili Z7, isto tako Z6 je fenil-niži alkoksi, hidroksiimino-niži alkil ili grupa Z, Z7 je fenil-C2-7 -alkoksi ili grupa Z, Z je Cl, F, niži alkil, niži alkoksi, niži alkanoil, niži alkanoiloksi, hidroksi-niži alkil, COOH, niži alkoksikarbonil NH amino-niži alkil, mono- ili di-niži alkil-amino, mono- ili di-niži alkil-amino-niži alkil, niži alkanoilamino, CONH2, mono-ili di-niži alkil-karbamoil, tri-fluoroacetilamino, CF3, OH ili piridil, ili je Z na dva susedna atoma -OCH2CH2N(R")-ili -OCH2CON(R"')-, R" je H, niži alkanoil ili tri-fluoroacetil, R"' je H ili niži alkil, R8, R9 i R10 su H,)H, niži alkil, niži alkoksi, hidroksi-niži alkil, F, Cl ili niži alkanoil, uz uslov da samo jedan od R8 R9 ili R10 mogu da budu OH, niži alkoksi, hidroksi-niži alkil, F, Cl ili niži alkanoil i Y je CH ili N, ili njihove soli. 8. Proces pripremanja jedinjenja prema zahtevu 1, naznačen ti me, što se sastoji od a) reakcije jedinjenja formule sa jedinjenjem formule R6X, gde je X Br.J ili trifluormetil-sul-foniloksi, a R1 do R6 kao u yahtevu 1, ili b) hidrogenovanja jedinjenja formule I, kod koga je A -C=C-R6, c) iydvajanja jedinjenja formule I dobijenog iz reakcije pod a) pri čemu je A jednako -C=C-R61, a R61 je u tom obliku ili u obliku odgovarajućeg jedinjenja formule I, kod koga je A jednako A', d) ukoliko je potrebno konvertovanjem jedinjenja dobijenog pod a), b) ili c) u so. Prijava sadrži još 6 zavisnih zahteva.BENZOPYRANOL DERIVATIVES having the formula wherein A is -C≡C-R6, CH2CH2-R7 or R1 is H or lower alkanoyl, R2, R3 and R4 are H or lower alkyl, R5 is lower alkyl, R6 and R7 are heteroaromatic radicals or an aromatic radical of phenyl, naphthyl or phenanthryl, as well as an aromatic radical R6 and R7 which are unsubstituted or substituted by one or more substituents Z6 or Z7, also Z6 is phenyl-lower alkoxy, hydroxyimino-lower alkyl or group Z , Z7 is phenyl-C2-7 -alkoxy or a group Z, Z is Cl, F, lower alkyl, lower alkoxy, lower alkanoyl, lower alkanoyloxy, hydroxy-lower alkyl, COOH, lower alkoxycarbonyl NH amino-lower alkyl, mono- or di-lower alkyl-amino, mono- or di-lower alkyl-amino-lower alkyl, lower alkanoylamino, CONH2, mono- or di-lower alkyl-carbamoyl, tri-fluoroacetylamino, CF3, OH or pyridyl, or Z is at two adjacent atoms -OCH2CH2N (R ") - or -OCH2CON (R" ') -, R "is H, lower alkanoyl or tri-fluoroacetyl, R"' is H or lower alkyl, R8, R9 and R10 are H,) H ,, lower alkyl, lower alkoxy, hydroxy-lower alkyl, F, Cl or lower alkanoyl, provided that only one of R8 R9 or R10 may be OH, lower alkoxy, hydroxy-lower alkyl, F, Cl or lower alkanoyl and Y is CH or N, or salts thereof. A process for the preparation of a compound according to claim 1, comprising a) reacting a compound of formula with a compound of formula R6X, wherein X is Br.J or trifluoromethyl-sulfonyloxy, and R1 to R6 as in claim 1, or b) hydrogenating a compound of formula I, wherein A is -C = C-R6, c) and separating a compound of formula I obtained from the reaction under a) wherein A is -C = C-R61 and R61 is in that form or in in the form of the corresponding compound of formula I, wherein A is A ', d) if necessary by converting the compound obtained under a), b) or c) into a salt. The application contains 6 more dependent requests.