2-CHLORO-3-FLUOROBENZALDEHYDE

Clear colourless to light yellow liquid

To a solution of 2-chloro-3-fluoro-benzoic acid (1.00 g, 5.73 mmol) in THF (40 ml) was added borane-tetrahydrofuran complex (1.0 M solution, 20.1 ml, 20.1 mmol) at 0 °C. The mixture was stirred under reflux overnight and then cooled with crushed ice. After 1 N HClaq and AcOEt were added to the reaction mixture, the two layers were separated. The organic layer was dried over NaTo a solution of sodium methoxide (39.9 g, 738 mmol) in methanol (300 mL) at -10C was added dropwise a solution of compound 36 (28.8 g, 182 mmol) and methyl azidoacetate (52.1 g, 404 mmol) in methanol (150 mL). The reaction mixture was stirred for 3h maintaining temperature below 5C, then quenched with ice water. The resulting mixture was stirred for 10 min. The precipitate was collected by filtration, washed with water and dried to afford 20.0 g (78.2 mmol, 43%) of compound 37.To a solution of sodium methoxide (39.9 g, 738 mmol) in methanol (300 mL) at -10C was added dropwise a solution of compound 36 (28.8 g, 182 mmol) and methyl azidoacetate (52.1 g, 404 mmol) in methanol (150 mL). The reaction mixture was stirred for 3h maintaining temperature below 5C, then quenched with ice water. The resulting mixture was stirred for 10 mm. The precipitate was collected by filtration, washed with water and dried to afford 20.0 g(78.2 mmol, 43%) of compound 37.To a cooled solution of 1-(5-chloro-9H-xanthen-3-yl)pyrrolidine (50 mg, 175 muiotaetaomicron) in THF (15 mL) was added n-BuLi (2.4 M in heptane, 1.1 mL, 2.64 mmol) dropwise at -78C while keeping the temperature below -60C. After the reaction mixture was stirred at -78C for 15 minutes, to the solution was added (2-Chloro-3-fluorophenyl)(3, 5-dichloropyrazin-2-yl)methanol To a -78 C. solution of LDA (2.0M in hexane, 22.0 mmol) in dry THF (40 mL), under argon was added a solution of 2, 6-dichloropyrazine (1.648 g, 11.0 mmol) in THF (10 mL). After addition was completed, the resulting mixture was stirred at -78 C. for an additional 1 h, then

Molecular Weight:158.56
XLogP3:2.1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:157.9934706
Monoisotopic Mass:157.9934706
Topological Polar Surface Area:17.1
Heavy Atom Count:10
Complexity:129
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes