4-(4-Ethylpiperazin-1-yl)-phenylboronicacidpinacolester

To a solution of intermediate 3 (3g, 11mmol) in dioxane [(100MOL)] was added 4, 4, 5, 5- tetramethyl-1, 3, 2-dioxaborolane (1. [8MOI, ] [12MOL), ] dichlorobis(triphenylphosphine)palladium(II) (0.392g, 0. [57MMOL), ] triethylamine [(4.] [65MOI, ] 33mmol) and the mixture was heated under reflux for 12 hours and then poured into water. After extraction with CH2CI2, the organic phase was dried over [NA2SO4] and concentrated under reduced pressure. The residue was purified by chromatography on silica gel eluting with [CH2CI2/MEOH] (9/1). The titled compound was obtained as a brown oil which crystallised on standing (2g, 55.48percent) ; m. p. 130- [134°C.]To a solution of intermediate 25 (3g, 11mmol) in dioxane [(100ML)] was added 4, 4, 5, 5- tetramethyl-1, 3, 2-dioxaborolane (1. [8ML, ] [12MOL), ] [DICHLOROBIS (TRIPHENYLPHOSPHINE) PALLADIUM (LL)] (0.392g, 0. [57MMOL)] and triethylamine (4. [65ML, 33MMOL)] and the mixture was heated under reflux for 12 hours. On cooling, the mixture was poured into water and extracted with [CH2CI2.] The organic phase was dried over [NA2SO4] and concentrated under reduced pressure to give a residue which was purified by chromatography on silica gel eluting with [CH2CI2/MEOH] (90: 10). The titled compound was obtained as a brown oil which crystallised on standing (2g, 55.48percent) ; m. p. [130-134°C.]1- (4-bromophenyl) -4-ethylpiperazine (300 mg, 1.11 mmol)In tetrahydrofuran (10 mL)An n-butyllithium hexane solution (1.60 M, 1.05 mL, 1.67 mmol) was added dropwise at -78 ° C.After stirring for 1 hour, A solution of 2-isopropoxy-4, 4, 5, 5-tetramethyl-1, 3, 2-dioxaborolane (270 μL, 1.34 mmol) in tetrahydrofuran (5 mL) was added dropwise.The mixture was warmed to room temperature and stirred overnight.After completion of the reaction, A saturated aqueous ammonium chloride solution was added dropwise, And extracted with chloroform.The organic layer was dried over anhydrous sodium sulfate, Filtration, And concentrated under reduced pressure.The residue was purified by silica gel column chromatography (chloroform / methanol)Made, To give the title compound (283 mg, 80percent)

Molecular Weight:316.2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:3
Exact Mass:316.2322083
Monoisotopic Mass:316.2322083
Topological Polar Surface Area:24.9
Heavy Atom Count:23
Complexity:384
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes