3-BROMOMETHYL-PYRIDINE-2-CARBONITRILE

N-Cl-chloro-S-Cl^-naphthyridin-δ-y^pyridin-S-yl)^- fluorobenzenesulfonamide; (1) 3-(bromomethyl)picolinonitrile.; (Some starting materials may be obtained from TCI America, Wellesley, MA) To a 100 mL round-bottomed flask was added 3- methylpicolinonitrile (2.36 g, 20.0 mmol), NBS (7.82 g, 43.9 mmol), and CClA mixture of 3-methylpicolinonitrile (2 g, 16.9 mmol, 1.0 eq), NBS (3 g, 16.9 mmol, 1.0 eq) and BPO (41 1 mg, 1.7 mmol, 0.1 eq) in CCU (30 mL) was refluxed and stirred overnight. Then the mixture was cooled to rt and concentrated. The residue was diluted with water (50 mL), extracted with DCM (50 mLx3). The combined organic layers were washed with brine (20 mL), dried over anhydrous Na2S04 and concentrated. The residue was purified on silica gel column (PE/EtOAc = 5/1) to afford 3-(bromomethyl)picolinonitrile as a brown solid (2.1 g, 63percent). 3-Cycloheptyl-8-((2, 6-dichlorophenoxy)methyl)H-imidazo[1, 5-a]pyridine; Compound 1A: 3-(Bromomethyl)picolinonitrile To a 500 mL single-neck round bottom flash fitted with a reflux condenser and a nitrogen outlet was added 10.1 g (86 mmol) 3-methylpicolinonitrile, 200 mL dimethyl carbonate, 18.2 g (103 mmol) N-bromosuccinimide and 2.1 g (8.5 mmol) benzoyl peroxide. The resulting reaction mixture was heated to 87 °C and stirred for 5 h. Following this duration, the reaction mixture was cooled to ambient temperature and filtered, and the solid was rinsed with Et

Molecular Weight:197.03
XLogP3:1.5
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:195.96361
Monoisotopic Mass:195.96361
Topological Polar Surface Area:36.7
Heavy Atom Count:10
Complexity:149
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes