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1H-IMidazole, 2-[4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl]- synthesis

2synthesis methods
-

Yield: 36%

Reaction Conditions:

with potassium acetate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 in dimethyl sulfoxide at 80;

Steps:

167
2-(4-Bromo-phenyl)-lH-imidazole (300 mg, 1.3 mmol), bis(pinacolato)diboron (376 mg, 1.48 mmol), KOAc (400 mg, 4.03 mmol) and PdCl2(dppf) CH2Cl2 (50 mg, 0.067 mmol) were combined in DMSO (8 ml) and stirred t 800C overnight. EtOAc was added, washed with water, dried, evaporated and purified by silica gel chromatography eluting with 0-5% MeOH:DCM to give 116 mg (36%) of the title compound. 1H NMR (CDCl3, 300 MHz): δ 7.86 (s, 4H), 7.18 (s, 2H), 1.36 (s, 12H).

References:

UNIVERSITY OF ROCHESTER;GELBARD, Harris, A.;DEWHURST, Stephen;GOODFELLOW, Val, S.;WIEMANN, Torsten WO2010/68483, 2010, A2 Location in patent:Page/Page column 136