Processes for the preparation of n-heteroaryl-n-aryl-amines...

C - Chemistry – Metallurgy – 07 – D

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C07D 213/82 (2006.01) C07D 213/56 (2006.01)

Patent

CA 2755297

The present invention relates to processes for producing a diaryl amine compound of the formula (I); or a salt thereof, said process comprising the step of coupling a compound of formula (II) with an amine of formula (III) in the presence of an alkali metal salt or a transition metal catalyst, (see formula I) Ar1-X (II) Ar2-NH-Y (III) wherein: Ar1 and Ar2 are independently Q; wherein each Q is an aryl or heteroaryl ring system optionally fused to a saturated or unsaturated 5-8 membered ring having 0-4 heteroatoms; wherein Q is optionally substituted as defined in claim 1, wherein: X is a leaving group; and Y is -C(O)-O-Z; and Z is selected from C1-C6 aliphatic, benzyl, Fmoc, -SO2R' and Q, provided that Q is not substituted with X or alkyne, wherein R' is hydrogen, an aliphatic, a carbocyclic or a heterocyclic. In one embodiment, there is provided a compound of formula (A) or formula (B): (see formula A) (see formula B) wherein: each of X1, X2, X3, and X4 is independently fluoro or chloro; and R is H or methyl.

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