Aromatic ketone derivative intermediates for the preparation...

C - Chemistry – Metallurgy – 07 – D

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260/278, 260/293

C07D 295/12 (2006.01) C07D 213/74 (2006.01) C07D 471/04 (2006.01)

Patent

CA 1262353

ABSTRACT Disclosed are novel aromatic ketone derivatives of the formula: Image (IIIb) (wherein Ar is pyridinyl, thienyl, phenyl or substituted phenyl; Z is hydrogen, halogen, alkyl, alkoxy, hydroxy or nitro; alk1 is hydrocarbon chain; and Q2 is -NR1R2, -N=CH-OC2H5 or tetrahydropyranyloxy; R1 and R2 are each alkyl or CO2-alkyl or R1 and R2 together with the adjacent nitrogen atom form 1-piperidinyl, 1-phthalimido, 1-pyrrolidinyl, 4-morpholino, 1-piperazinyl or 4-substituted 1-piperazinyl). The aromatic ketone derivatives are useful as intermediates for producing pyrido(1,4)benzodiazepines of the formula: Image (I) (wherein Ar and Z are as defined above; Y i hydrogen or substituent on the pyridine ring; and R is hydrogen, alkali metal or -alk1-Q1, Q1 is hydrogen, halo, -NR1R2, N=CH-O-C2H5 or tetra- hydropyranyloxy). Some of the pyrido(1,4]benzodiazepines are useful as antidepressant.

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