Novel intermediate and processes for its preparation and...

C - Chemistry – Metallurgy – 07 – C

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C07C 255/45 (2006.01) A61P 25/24 (2006.01) C07C 45/29 (2006.01) C07C 45/46 (2006.01) C07C 45/63 (2006.01) C07C 49/84 (2006.01) C07C 253/00 (2006.01) C07C 255/36 (2006.01) C07C 255/37 (2006.01) C07D 303/48 (2006.01)

Patent

CA 2381334

Processes for the preparation of Venlafaxine (IX) via the novel epoxy- nitrile intermediate (I), which when subjected to hydrogenation forms compound (X), and may subsequently be reduced to yield the desired product (IX). The epoxy-nitrile intermediate (I) itself may be synthesised via various alternative reaction strategies, from a range of starting materials. E.g. 4- methoxy-benzaldehyde (VI), upon treatment with cyclohexyl magnesium bromide yields compound (V). This in turn may be oxidised to yield compound (III), which forms compound (II) on treatment with an .alpha.-keto- halogenation agent. Cyanation of compound (II), then yields the desired epoxy nitrile intermediate (I), from which Venlafaxine (IX) may be synthesised.

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