WO2010043714 Tricyclic nitrogen containing compounds and their use as antibacterials

WO2010043714.pdf
Adobe Acrobat Document 2.0 MB
Steps Conditions Reactions
a

1. n-BuLi / THF

2.1,2-dibromoethane / THF

Bromination
b Bis(tri-t-butylphosphine)palladium / tris(dibenzylideneacetone)dipalladium / dicyclohexyl(methyl)amine Dioxane   Heck reaction
c

H2 / Pd-C / EtOH

Alkene reduction
d

HCl 5N 

Cyclisation
Steps Conditions Reactions
a NaH / DMF Nucleophilic substitution
b DMF Cyclisation
c

MsCl / Et3N / DCM

Mesyl synthesis
d

1,1-dimethylethyl 4-piperidinylcarbamate / Pyridine / ACN

Tertiary amie synthesis (Nucleophilic substitution)
e DDQ / Dioxane Aromatization
f HCl 4N / dioxane Boc deprotection
Steps Conditions Reactions
a Sodium triacetoxyborohydride / CHCl3 / MeOH Secondary amine synthesis (Reductive amination)

Site Search