2-(2-BROMO-PHENYL)-1H-IMIDAZOLE

General procedure: An oven-dried Schlenk tube equipped with a Teflon valve was charged with a magnetic stir bar, CuCl2 (7 mg, 0.05 mmol, 10 molpercent), K3PO4 (212 mg, 1 mmol), 1, 10-phenanthroline monohydrate (20 mg, 0.1 mmol, 20 molpercent), 2-(2-bromophenyl)-1, 4, 5, 6-tetrahydropyrimidine 1 or 2-(2-bromophenyl)- 1H-benzo[d]imidazole 4 (0.5 mmol), and N-heterocycle 2 (0.5 mmol). The Schlenk tube was evacuated and backfilled with O2 (this procedure was repeated three times). Under a counter flow of O2, DMF (2.0 mL) was added using a syringe. The reaction mixture was stirred at 110 °C for 24 h. After the reaction was completed, the mixture was extracted with dichloromethane (3 × 15 mL), and then the organic layer was washed with brine (3 × 10 mL) and dried over anhydrous Na2SO4. Subsequently, the solvent was removed, and the product was purified by column chromatography on silica gel using a mixture of dichloromethane and methanol as the eluent, affording the pure products.General procedure: First, 100 mmol 2-phenylimidazole derivative introduced 400 ml of triethylamine. And continuously added with stirring 200 ml alkynyl, 6 mmol triphenylphosphine, 6 mmol of copper iodide (I) and 3 mmol of palladium acetate (II). The reaction mixture was then stirred for 20 hours at 80 . After cooling, the reaction mixture was diluted with 400 ml of methylene chloride, to separate a solid via filtration through a bed of salt C The filtrate was evaporated to dryness. The residue was dissolved in 300 ml of methylene chloride, 100 ml of concentrated aqueous ammonia with individual cleaning solution three times, and then washed three times with 100 ml of water, and dried over magnesium sulfate. After the solvent was removed in vacuo, the crude product was adsorbed onto silica gel (5 grams per gram of crude product silicone), and loaded into a silica gel column. First with dichloromethane to remove byproducts, but will be converted to THF solvent to elute the product. With spherical fractionating tube distillation or sublimation, resulting in the manipulation of the vacuum pump oil / solids release low-boiling components.Example 20 2-[2-({4-[(2, 4-difluorophenoxy)methyl]phenyl}sulfonyl)plienyl]-l/r-imidazole; 2-(2-Bromophenyl)-lH-imidazole (WO 9407486; 1.0 g, 4.48 mmol) was dissolved in TEtaF (11 mL) and DMF (11 mL) and cooled to 00C. Sodium hydride (60percent dispersion in mineral oil, 197 mg, 4.93 mmol) was added and the reaction stirred for 20 min. 2-(Trimethylsilyl)ethoxymethyl chloride (0.79 mL, 4.93 mmol) was added and the reaction stirred overnight at room temperature. The reaction was quenched with MeOH then partitioned between water and Et2O. The organic layer was dried over MgSO4 and EPO Step K 1-(4-Toluenesulfonyl)-2-(2-bromophenyl) imidazole A solution of 2.50 g (11.6 mmol) of

Molecular Weight:223.07
XLogP3:2.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:221.97926
Monoisotopic Mass:221.97926
Topological Polar Surface Area:28.7
Heavy Atom Count:12
Complexity:152
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes