6-Fluoropyridine-2-carboxaldehyde → (E)-2-Cyano-3-(6-fluoropyridin-2-yl)-N-(1-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)butyl)acrylamide

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The title compound was prepared by using a similar procedure as described for the preparation of 33 except that 6-fluoropicolinaldehyde was used instead of 6-bromopicolinaldehyde, and 2-cyano-N-(1-(4-(2-(pyrrolidin-1-yl)ethoxy)phenyl)butyl)acetamide (31) was used instead of 2-cyano-N-(1-(4-(2-(diethylamino)ethoxy)phenyl)butyl)acetamide (29). This produced the crude product which was purified by flash silica gel column chromatography, eluting with 4:96 methanol/dichloromethane, to give 36 (65 mg, 35%) as a light yellow oil: MS (ES+) m/z 437.2 (M+H)+.

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