2,6-Difluoro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Aniline synthesis
- Product Name:2,6-Difluoro-4-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Aniline
- CAS Number:939968-08-8
- Molecular formula:C12H16BF2NO2
- Molecular Weight:255.07
67567-26-4
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73183-34-3
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939968-08-8
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Yield:939968-08-8 97%
Reaction Conditions:
with potassium acetate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in dimethyl sulfoxide at 80; for 1.5 h;Inert atmosphere;
Steps:
74.a
a) 2,6-DifIuoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline A solution of 4-bromo-2,6-difluoroaniline (2.50 g, 12.02 mmol, 1.0 eq), bis(pinacolato)diboron (3.36 g, 13.22 mmol, 1.1 eq), Pd(dppf)CI2 (150 mg, 0.18 mmol, 15 mol %) and potassium acetate (3.54 g, 36.06 mmol, 3.0 eq) in DMSO was heated at 80°C under nitrogen for 90 minutes. The reaction mixture was partitioned between EtOAc (100 mL) and saturated aqueous bicarbonate (100 ml_). The organic layer was washed with brine (3 x 100 mL), dried over MgS04 and concentrated in vacuo to give a brown solid (3.0 g, 97%); H NMR (400 MHz, DMSO-d6) δ ppm 6.94-7.07 (m, 2H), 5.66 (s, 2H), 1.17-1.28 (m, 12H); m/z (ES+APCI)+: 256 [M+H]+.
References:
WO2012/127212,2012,A1 Location in patent:Page/Page column 131-132
67567-26-4
340 suppliers
$5.00/1g
939968-08-8
25 suppliers
$140.00/250mg