1-((tert-Butoxycarbonyl)amino)cyclopropanecarboxylic acid → [1-((Rac)-5-bromo-7-fluoro-indan-1-ylcarbamoyl)-cyclopropyl]-carbamic acid tert-butyl ester

Participants

Reaction Steps

In analogy to the procedures described for the preparation of intermediate A-1 [B] and for the preparation of example 12, (rac)-5-bromo-7-fluoro-indan-1-ylamine (intermediate A-7 [C]) has been coupled with 1-tert-butoxycarbonylamino-cyclopropanecarboxylic acid to give [1-((rac)-5-bromo-7-fluoro-indan-1-ylcarbamoyl)-cyclopropyl]-carbamic acid tert-butyl ester, which was then reacted with 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) and (1,1′-bis-diphenylphosphino)-ferrocene)palladium-(II)dichloride (1:1 complex with CH2Cl2) and subsequently with 3-(2-bromo-4-chloro-6-fluoro-phenyl)-5-methyl-[1,2,4]oxadiazole (intermediate B-2) to give the title compound as light brown solid. MS: 545.2 (MH+, 1Cl).

Provenance & Evidence