Réaction #60932

Équation de réaction

1-Bromo-2-fluoro-4-trifluoromethyl-benzene

n-Boc-piperazine

2-(Dicyclohexylphosphino)biphenyl

→

4-(2-Fluoro-4-trifluoromethyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

Solvants

toluene

Conditions de réaction

Traitement

1. 1
   TempératureAfter cooling to room temperature the mixture
2. 2
   workup.ADDITIONwas treated with 15 g Isolute HM-N
3. 3
   Autreall volatiles were removed under vacuum
4. 4
   AutreThe residue was purified on silica eluting with a gradient of heptane/EtOAc
5. 5
   Autreto yield
6. 6
   Autreafter evaporation 4.54 g (63%) of the title compound as white amorphous solid

Mode opératoire

A mixture of 5 g (20 mmol) 1-Bromo-2-fluoro-4-trifluoromethyl-benzene, 4.6 g (24.7 mmol) n-Boc-piperazine, 106 mg (0.1 mmol) Tris(dibenzylideneacetone)dipalladium chloroform complex 2.77 g (28.8 mmol) sodium-t-butoxide and 144 mg (0.4 mmol) 2-(Dicyclohexylphosphino)biphenyl in 50 ml toluene was heated for 16 h at 80° C. After cooling to room temperature the mixture was treated with 15 g Isolute HM-N and all volatiles were removed under vacuum. The residue was purified on silica eluting with a gradient of heptane/EtOAc to yield after evaporation 4.54 g (63%) of the title compound as white amorphous solid.

Source