4-Bromo-3-fluorobenzotrifluoride → 4-(2-Fluoro-4-trifluoromethylphenyl)piperazine-1-carboxylic acid tert-butyl ester

참여 물질

역할	이름	HCID	투입량
반응물	4-Bromo-3-fluorobenzotrifluoride	HCID 142414	—
반응물	tert-Butyl piperazine-1-carboxylate	HCID 143452	—
반응물	2-(Dicyclohexylphosphino)biphenyl	HCID 2734216	—
촉매	Palladium, tris[mu-[(1,2-eta:4,5-eta)-(1E,4E)-1,5-diphenyl-1,4-pentadien-3-one]]di-, compd. with trichloromethane (1:1)	HCID 11029508	—
용매	Toluene	HCID 1140	—
생성물	4-(2-Fluoro-4-trifluoromethylphenyl)piperazine-1-carboxylic acid tert-butyl ester	HCID 53485517	—

반응 조건

온도	80 °C

반응 단계

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.

출처 및 근거

DOI	10.6084/m9.figshare.5104873.v1
특허 번호	US07427612B2
출처 데이터셋	uspto-grants-2008_09
ORD ID	ord-177df3555d644298b3f65361ea2c9a5f
출처 메모	uspto-grants-2008_09