2-(BROMOACETYL)PYRIDINE HYDROBROMIDE

At 15 , the bromine (1.52mL, 9.72mmol) was slowly added dropwise to 2-acetyl-pyridine (3g, 2.78mmol) in 30percent HBr / HOAc (12mL), and after completion of the dropwise addition, the reaction solution at 40 under stirring 1h, then stirred at 75 1h. The reaction solution was cooled to 20 , to which was added Et2O (30mL), and stirred at this temperature for 30min, the resulting yellow precipitate was filtered, and the precipitate was washed with 10mL diethyl ether, and dried to (6.81g, 97.8percent).Preparation 4; 2-bromo-1 -(pyridin-2-vOethanone hvdrobromide; 30percent HBr in acetic acid (100 mL) was added at RT to a stirred solution of 2- acetylpyridine (40 g, 0.33 mol) in acetic acid (100 mL). Pyridinium tribromide (116 g) was added and the resulting mixture was stirred 23 h at RT and filtered. The solid was washed with acetic acid (3 x 100 mL) and dried at 78 To a solution of 1-(pyridin-2-yl)ethan-1-one (3.0 g, 24.8 mmol) in HBr in AcOH (30 mL) at 0°C, bromine (3.9 g, 24.8mmol) was added drop wise and allowed the mixture to stir at 70°C for 3 hours. After TLCshowed completion, diluted the mixture with diethyl ether (50 mL) and filtered and washedwith diethyl ether to obtain 2-bromo-1-(pyridin-2-yl)ethan-1-one hydrobromide 3 (6.5 g, 93percentyield), as cream colored solid; 1H NMR (400 MHz, DMSO-d6): δ 5.02 (s, 2H), 7.73 (m, 1H), 8.01 (m, 2H), 8.75 (d, J = 4.4 Hz, 1H). All data are consistent with literature values [17].(2-Bromoacetyl)pyridin-1-ium bromide (A): To a stuffed solution of 1-(pyridin-2- yl)ethan-1-one (2.0 g, 16.6 mmol) in Cd4 (60 ml), bromine (2.7 g, 16.60 mmol) was added dropwise. After complete addition the final reaction mixture was refluxed for 1 h. The precipitate was collected by filtration and washed 2-3 times with diethylether and dried to obtain compound A as a beige solid (2.94 g, 93percent).EXAMPLES The following Examples are intended to illustrate the scope of the present invention and should not be considered to limit it in any way. (A) Preparation of the intermediates of the formula (III EXAMPLE NO. 1 A) Synthesis of 2-bromoacetyl-pyridine hvdrobromide 100 g of 2-acetylpyridine were dissolved in 366 ml of 33percent hydrobromic acid in acetic acid; the solution was heated to 40°C and a solution of 264 g of pyridinium tribromide in 500 ml of acetic acid was added. The mixture was kept at 40°C overnight. The reaction mixture was cooled and the precipitate filtered out and washed with 200 ml of acetic acid. The precipitate was resuspended in 400 ml of THF, then filtered out and dried, giving rise to 200 g of 2-bromoacetyl-pyridine hydrobromide (yield 87percent).

Molecular Weight:280.94
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:280.88739
Monoisotopic Mass:278.88944
Topological Polar Surface Area:30
Heavy Atom Count:11
Complexity:127
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes