3'-FLUORO-BIPHENYL-4-YLAMINE HYDROCHLORIDE synthesis
- Product Name:3'-FLUORO-BIPHENYL-4-YLAMINE HYDROCHLORIDE
- CAS Number:5728-66-5
- Molecular formula:C12H10FN
- Molecular Weight:187.21
Yield: 73%
Reaction Conditions:
with tetrakis(triphenylphosphine) palladium(0);sodium carbonate in ethanol;water;tolueneInert atmosphere;Reflux;Suzuki coupling;
Steps:
Biphenyl-4-ylamine (35a)
General procedure: To a stirred solution of 4-bromoaniline (0.69g, 4 mmol) in 40 mL of toluene was added Pd(Ph3P)4 (0.32 g, 0.28 mmol), a solution of sodium carbonate (2.54 g, 24 mmol) in water (20 mL) and a solution of phenylboronic acid (0.98 g, 8 mmol) in EtOH (20 mL) under nitrogen atmosphere. The reaction mixture was stirred vigorously under reflux overnight and cooled, water was added and the reaction mixture was extracted with EtOAc (3 x 50 mL). The combined organic layers were dried and concentrated to provide brown solid which was flash chromatographed on silica gel eluting with 30% EtOAc in hexanes to provide 0.18 g (27%) of 35a
References:
Venkatraj, Muthusamy;Messagie, Jonas;Joossens, Jurgen;Lambeir, Anne-Marie;Haemers, Achiel;Van Der Veken, Pieter;Augustyns, Koen [Bioorganic and Medicinal Chemistry,2012,vol. 20,# 4,p. 1557 - 1568] Location in patent:supporting information; experimental part
![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
1000210-73-0
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