3-Cyano-4-fluorobenzeneboronic acid

off-white powder

30 g (181.9 mmol) of (3-cyano-4-fluorophenyl) boronic acid, 2-chloro-4, 6-diphenyl-1, 3, 5-triazine (181.9 mmol), Mix 200 mL of tetrahydrofuran and 100 mL of water, Heat to 60 C.Potassium carbonate (545.6 mmol)And tetrakistriphenylphosphinepalladium (1 mmol)Was added and stirred for 3 hours in a reflux state.After the reaction, the reaction solution returned to room temperature was filtered to obtain a solid, and this solid was recrystallized twice with tetrahydrofuran / ethanol, 57.6 g of compound 1-A was obtained (yield 90%).30 g (181.9 mmol) of (3-cyano-4-fluorophenyl) boronic acid, 2-chloro-4- (dibenzo [b, d] furan-4-yl) -6-phenyl-1, 3, 5-triazine(181.9 mmol), 200 mL tetrahydrofuran and 100 mL water are mixed and heated to 60 C.Potassium carbonate (545.6 mmol)And tetrakistriphenylphosphinepalladium (1 mmol)Was added and stirred for 3 hours in a reflux state.After the reaction, the reaction solution returned to room temperature was filtered to obtain a solid, and this solid was recrystallized twice with tetrahydrofuran / ethanol to give 64.3 g of compound 1-F (yield 80%).30 g (181.9 mmol) of (3-cyano-4-fluorophenyl) boronic acid, 2-chloro-4- (dibenzo [b, d] thiophen-2-yl) -6-phenyl-1, 3, 5-triazine(181.9 mmol), 200 mL of tetrahydrofuran and 100 mL of water are mixed and heated to 60 C. Potassium carbonate (545.6 mmol) and tetrakistriphenylphosphinepalladium (1 mmol) were added and the mixture was stirred for 3 hours under reflux. After the reaction, the reaction solution returned to room temperature was filtered to obtain a solid, and this solid was recrystallized twice with tetrahydrofuran / ethanol, 67.5 g of compound 1-E was obtained (yield 81%).30 g (181.9 mmol) of (3-cyano-4-fluorophenyl) boronic acid, 2-chloro-4- (dibenzo [b, d] furan-2-yl) -6-phenyl-1, 3, 5-triazine(181.9 mmol), 200 mL tetrahydrofuran and 100 mL water are mixed and heated to 60 C. Potassium carbonate (545.6 mmol) and tetrakistriphenylphosphinepalladium (1 mmol) were added, and the mixture was stirred for 3 hours under reflux.After the reaction, the reaction solution returned to room temperature was filtered to obtain a solid, and this solid was recrystallized twice with tetrahydrofuran / ethanol to obtain 69.2 g of compound 1-D (yield 86%).30 g (181.9 mmol) of (3-cyano-4-fluorophenyl) boronic acid, 2-([1, 1'-biphenyl] -3-yl) -4-chloro-6-phenyl-1, 3 , 5-triazine (181.9 mmol), 200 mL of tetrahydrofuran and 100 mL of water are mixed and heated to 60 C. Potassium carbonate (545.6 mmol) and tetrakistriphenylphosphinepalladium (1 mmol) were added and the mixture was stirred for 3 hours under reflux. After the reaction, the reaction solution returned to room temperature was filtered to obtain a solid, and the solid was recrystallized twice with tetrahydrofuran / ethanol to give 65.5 g of Compound 1-C (yield 84%).30 g (181.9 mmol) of (3-cyano-4-fluorophenyl) boronic acid, 2-([1, 1'-biphenyl] -4-yl) -4-chloro-6-phenyl-1, 3, 5-triazine (181.9 mmol), Mix 200 mL of tetrahydrofuran and 100 mL of water, Heat to 60 C.Potassium carbonate (545.6 mmol) and tetrakistriphenylphosphinepalladium (1 mmol) were added and the mixture was stirred for 3 hours under reflux. After the reaction, the reaction solution returned to room temperature was filtered to obtain a solid, and this solid was recrystallized twice with tetrahydrofuran / ethanol, 68.6 g of compounds 1-B were obtained (yield 88%).

suzuki reaction

Molecular Weight:164.93
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:165.0397367
Monoisotopic Mass:165.0397367
Topological Polar Surface Area:64.2
Heavy Atom Count:12
Complexity:203
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes