3-Bromo-5-cyanobenzotrifluoride

colorless to light yellow liquid

A solution of the product from Step A (420 mg, 1.56 mmol) and 2, 4, 6-trichloro-1, 3, 5-triazine (437 mg, 2.35 mmol) in DMF (4 mL) was stirred at ambient temperature overnight. A white precipitate was formed. Water (10 mL) was added, and the mixture was extracted withEA (20 mL X 2). The extract was washed with brine (30 mL), dried over Na2504, filtered and concentrated to give the desired compound (330 mg, 84percent) as a brown oil. ‘H NMR (400 MHz, CDC13) 7.99 (s, 1H), 7.98 (s, 1H), 7.85 (s, 1H).A mixture of Copper (II) bromide (415 mg, 1.86 mmol), tert-butylnitrite (277, UL, 2.33 mmol), and anhydrous acetonitrile (7 mL), was cooled to 0 °C before a solution of 43-1 (289 mg, 1.55 mmol) in anhydrous acetonitrile (2 mL) was added slowly. After completion of addition, the reaction mixture was heated to 65 °C and monitored by TLC. The mixture was cooled to RT before poured into 20percent aqueous HCl solution and extracted with ether. The organic layer was washed with 20percent aqueous HC1 solution, dried over anhydrous MGS04, and concentrated ILL vacuo. The crude product was purified by a preparation plate (25/75, ethyl acetate/hexanes) to yield 43-2 (230 mg, 59.3percent). LC-MS: MW calculated 248.94, found 249.02.

Molecular Weight:250.01
XLogP3:3.2
Hydrogen Bond Acceptor Count:4
Exact Mass:248.94010
Monoisotopic Mass:248.94010
Topological Polar Surface Area:23.8
Heavy Atom Count:13
Complexity:229
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes