Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 57381-39-2, name is 2-Bromo-5-fluorobenzonitrile, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-Bromo-5-fluorobenzonitrile
A suspension of [2-BROMO-5-FLUOROBENZONITRILE] (30.0 g, 150 mmol), bis (pinacolato) diboron (41.9 g, 165 mmol) and potassium acetate (29.4 g, 300 mmol) in 1,4-dioxane (375 ml) and DMSO (30 ml) was degassed with nitrogen for 1 h. Dichloro [[L,] [1′-BIS] (diphenylphosphino) ferrocene]- palladium (II) dichloromethane adduct (3.7 g, 4.5 mmol) was added and the mixture heated at [90C] for [18] h. The mixture was allowed to cool to ambient temperature then diluted with diethyl ether (300 ml) and filtered through a glass microfibre filter paper. The solvent was evaporated and the residue was treated with ice-cold 2N sodium hydroxide solution (250 ml) and the mixture left to stir for 15 min. The aqueous phase was extracted with diethyl ether (200 ml). The pH of the aqueous was adjusted to 5 by the addition of concentrated hydrochloric acid. The aqueous phase was extracted with diethyl ether (2 x 200 ml), the organic phase was combined, washed with water (150 ml) and brine (150 ml), dried over anhydrous sodium sulphate, filtered and evaporated to give 5-fluoro-2- (4,4, 5, [5-TETRAMETHYL- [1,] 3,2] dioxaborolan-2-yl) benzonitrile (36.5 g, [98%)] as a brown oil which crystallised on standing: [5H] (360 MHz, CDCl3) 1.38 (12H, s), 7.25-7.30 (1H, m), 7.40 (1H, dd, J 3 and 8), 7.91 (1H, dd, J 6 and 8). 5-Fluoro-2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)- benzonitrile (0.99 g, 4.0 mmol) and [1,] 3-dibromo-5-fluorobenzene (1.52 g, [6.] 0 mmol) were suspended in 1,2-dimethoxyethane (8 ml) and 2N sodium carbonate solution (4 [ML)] and degassed for 30 min before addition of tetrakis (triphenylphosphine) palladium [(0).] On complete addition the mixture was heated at [65C] for 20 h. The mixture was partitioned between ethyl acetate (100 ml) and water (50 ml), the organic layer separated and washed with brine (50 ml), dried over anhydrous sodium sulphate, filtered and evaporated onto silica. The product was purified by flash column chromatography on silica, eluting with isohexane on a gradient of diethyl ether (5-100%). Combination of the desired fractions and evaporation gave [3′-BROMO-4,] [5′-DIFLUOROBIPHENYL-2-CARBONITRILE] (110 mg, 9%) as a white solid: [SN] (500 MHz, [CD13)] 7.53-7. 55 [(1H,] m), 7.67 (1H, s), 7.69-7. 76 (3H, m), 8.03 [(1H,] dd, [J 9 AND] 2). [2- (8-FLUOROIMIDAZO [L,] 2-a] [PYRIDIN-7-YL)] propan-2-ol (58 mg, 0.3 mmol) and 3′-bromo-4, [5′-DIFLUOROBIPHENYL-2-CARBONITRILE] (106 mg, 0.36 mmol) were coupled following the procedure in Example 6 to afford 4,3′-difluoro- 5′- [8-fluoro-7- (l-hydroxy-l-methylethyl) imidazo [1, [2-A] PYRIDIN-3-YL]-] [BIPHENYL-2-CARBONITRILE] (25 mg, 20%) as a white solid: [SN] (500 MHz, [CD13)] 1.74 (6H, s), 2.07 [(1H,] s), 7.22-7. 26 (2H, m), 7.35 [(1H,] d, J 9), 7.39-7. 45 [(1H,] m), 7.51-7. 57 (3H, m), 7.76 [(1H,] s), 8.35 [(1H,] d, J 7) ; [RNLZ] (ES+) 408 (100%, [[MH] +).]
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 57381-39-2.
Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2003/99816; (2003); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts