合成路线1

The reaction of 2(R)-methylcyclopropanecarboxylic acid (I) with (COCl)2 gives the corresponding acyl chloride (II), which is treated with N,O-dimethylhydroxylamine (III) and TEA to yield the amide (IV). The condensation of (IV) with 3,5-dimethylphenyl bromide (V) by means of BuLi in THF affords the benzoylcyclopropane (VI), which is cyclized with 2-(4-hydrazinophenyl)-2-methylpropionic acid ethyl ester (VII) in refluxing ethanol to provide the indole derivative (VIII) (1). The reaction of the amino group of (VIII) with 2,4-dinitrophenylsulfonyl chloride (IX) and collidine in dichloromethane gives the corresponding sulfonamide (X), which is condensed with 2-(1,2,3-benzotriazol-5-yl)ethanol (XI) by means of PPh3, DEAD and propylamine in benzene to yield the secondary amine (XII). The hydrolysis of the ester group of (XII) by means of KOH in methanol/THF affords the propionic acid derivative (XIII), which is finally condensed with 2-azabicyclo[2,2,2]octane (XIV) by means of PyBOP and TEA in dichloromethane to provide the target indole derivative.