36% |
With potassium acetate In dimethyl sulfoxide at 80℃; |
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). |
36% |
With potassium acetate In dimethyl sulfoxide at 80℃; |
167
Preparation of 2-[4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-phenyl]-lH-imidazole (Intermediate CG)[0394] 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 80°C 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 (CDC13, 300 MHz): δ 7.86 (s, 4H), 7.18 (s, 2H), 1.36 (s, 12H). |
36% |
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In dimethyl sulfoxide at 80℃; |
167 Preparation of Intermediate A: 2-[4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)- phenyl]-lH-imidazole
In reference to Scheme 29, 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 80°C 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. XH NMR (CDC13, 300 MHz): δ 7.86 (s, 4H), 7.18 (s, 2H), 1.36 (s, 12H). |