C - Chemistry – Metallurgy – 07 – D
Patent
C - Chemistry, Metallurgy
07
D
260/277, 260/245
C07D 311/80 (2006.01) C07D 405/00 (2006.01)
Patent
CA 1110240
A B S T R A C T Intermediates useful in the production of novel 9-hydroxydibenzo[b,d]pyrans which have analgesic, by potensive immuno suppresant and tranquilizing anti-secre- tory and anti-anxiety properties and having the formula: Image wherein R1 is hydrogen, alkanoyl having from one to five carbon atoms or -CO-(CH2)p-NR2R3 wherein p is 0 or an integer from 1 to 4; each of R2 and R3 when taken in- dividually is hydrogen or alkyl having from one to four carbon atoms; R2 and R3 when taken together with the nitrogen to which they are attached form a 5- or 6-membered heterocyclic ring selected from piperidino, pyrrolo, pyrrolidino, morpholino and N-alkylpiperazino having from one to four carbon atoms in the alkyl group; each of R4 and R5 is hydrogen, methyl or ethyl; Z is (a) alkylene having from one to nine carbon atoms; (b) -(alk1)m-X-(alk2)n- wherein each of (alk1) and (alk2) has from 1 to 9 carbon atoms, with the proviso that the summation of carbon atoms in (alk1) plus (alk2) is not greater than 9; each of m and n is 0 or 1; X is O, S, SO and SO2; and W is methyl, phenyl, p-chlorophenyl, p-flourophenyl, pyridyl, piperidyl, cycloalkyl having from 3 to 7 carbon atoms, or monosubstituted cycloalkyl wherein the substi- tuent is phenyl, p-chlorophenyl or p-fluorophenyl; with the proviso that when W is methyl, Z is -(alk1)m- X-(alk2)n-; may be obtained by reaction of Image with methyl vinyl ketone.
354688
Gowling Lafleur Henderson Llp
Pfizer Inc.
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