Process for making 5-lipoxygenase inhibitors having varied...

C - Chemistry – Metallurgy – 07 – D

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C07D 405/12 (2006.01) C07D 309/08 (2006.01) C07D 521/00 (2006.01)

Patent

CA 2316748

A process is described for preparing a compound of Formula (1.3.0): (see formula I) comprising: establishing a reaction mixture consisting of (see formula II) in an aprotic solvent; in the presence of NaOH or KOH; optionally in the presence of a phase transfer catalyst, especially a quaternary ammonium salt or a phosphonium salt; followed by heating said reaction mixture under a nitrogen atmosphere; in a preferred embodiment the aprotic solvent is DMSO, the strong base in solid form is NaOH in powder or pellet form, and the phase transfer catalyst is tetra-n- butylammonium chloride (TBAC); wherein the starting material of Formula (2Ø0) is prepared as follows: are reacted together in a solvent consisting of a straight or branched chain aliphatic alcohol; in the presence of a strong base consisting of NaOH or KOH; further in the presence of (see formula III) a transition metal catalyst comprising a palladium metal complex; and still further in the presence of an auxiliary ligand comprising a bidentate, chiral, axially dissymmetric aromatic compound of Formula (5.5.0) or (5.5.1): (see formula IV)

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